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  • Articles: DFG German National Licenses  (4,186)
  • 1985-1989  (3,617)
  • 1915-1919  (569)
  • Organic Chemistry  (4,061)
  • Magnetic resonance imaging
  • Nuclear reactions
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  • Articles: DFG German National Licenses  (4,186)
Material
Years
Year
Keywords
  • 1
    Electronic Resource
    Electronic Resource
    Course of cerebral lesions in a patient with periarteritis nodosa studied by magnetic resonance imaging (1989)
    Springer
    Journal of molecular medicine 67 (1989), S. 398-401 
    Details
    ISSN: 1432-1440
    Keywords: Periarteritis nodosa ; Magnetic resonance imaging ; Cerebral lesions
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The course is reported of a patient with periarteritis nodosa who initially presented with neurological symptoms. Multiple cerebral lesions were documented by the first magnetic resonance imaging (MRI) investigation. The majority of these had disappeared completely in the follow-up MRI studies. In contrast to neurological improvement the patient eventually died due to multiorgan failure. Postmortem histological examination revealed no pathological findings in the brain except one single necrotic area already known from MRI. Remissions of histological and angiographic alterations in periarteritis nodosa have been described as “local healing” leading to fibrosis and scarring. Our findings suggest that restitutio ad integrum may occur, at least in cerebral lesions.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01711268
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  • 2
    Electronic Resource
    Electronic Resource
    Magnetic resonance imaging of the brain stem (1989)
    Springer
    Surgical and radiologic anatomy 11 (1989), S. 155-161 
    Details
    ISSN: 1279-8517
    Keywords: Brain stem ; Magnetic resonance imaging ; Anatomy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Description / Table of Contents: Résumé A partir d'une exploration IRM de la fosse postérieure de 30 sujets volontaires sains une corrélation anatomoradiologique a été effectuée. L'examen fut pratiqué sur un appareil CGR Magniscan de 0,5 Tesla avec une séquence d'inversion récupération (TI: 21 ms, Tr. 2 000 ms, Ti: 500 ms). Cette séquence nous paraît être celle qui visualise le mieux la substance grise, la substance blanche et le liquide cérébrospinal. Afin d'étudier la configuration des principales structures du tronc cérébral 8 plans de coupes horizontales et 3 sagittales sont proposés.
    Notes: Summary Magnetic resonance imaging of 30 normal volunteers' posterior fossae was performed on a CGR Magniscan machine with a magnetic field strength of 0,5 Tesla. We chose the inversion recovery signal with a Tr of 2,000 ms, a TE of 21 ms and an inverse time of 500 ms. This sequence gives a better definition of the grey matter, the white matter and the CSF. To study the brain stem we suggest 8 horizontal and 3 sagittal sections.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02096474
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  • 3
    Electronic Resource
    Electronic Resource
    Case report: MRI of splenic hemangioma associated with thrombocytopenia (1989)
    Springer
    Abdominal imaging 14 (1989), S. 308-310 
    Details
    ISSN: 1432-0509
    Keywords: Hemangioma, spleen ; Thrombocytopenia ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract In contrast to the only previously published description, the magnetic resonance appearance of a splenic hemangioma was markedly heterogeneous on T2-weighted images due to extensive infarction and large vascular pools. Magnetic resonance images correlated precisely with the pathological findings. The hemangioma caused thrombocytopenia, a well-documented albeit rare hematologic phenomenon associated with visceral hemangioma.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01889224
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  • 4
    Electronic Resource
    Electronic Resource
    Lesions of the brain stem: assessment by magnetic resonance imaging (1989)
    Springer
    Neuroradiology 31 (1989), S. 129-133 
    Details
    ISSN: 1432-1920
    Keywords: Magnetic resonance imaging ; Computed tomography ; Brain stem tumour ; Brain stem haemorrhage ; Brain stem infarction
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Ninety-six magnetic resonance imaging (MRI) studies demonstrating solitary brain stem lesions were reviewed in order to establish distinguishing features between tumours and other lesions. Histological confirmation of the radiological diagnoses was obtained in 33% of patients. The morphology of the lesion rather than its signal characteristics was the most useful feature in differential diagnosis, except after haemorrhage. However, areas of abnormal T2 recovery time were significantly more extensive than areas of abnormal T1 recovery time in tumours at presentation. In other lesions and in tumours following radiotherapy induced regression, the extent of abnormal T1 and T2 signal was the same. Possible reasons for this observation are discussed. The accuracy of computed tomography (CT) and MRI were similar for lesions causing brain stem expansion but for small lesions MRI was more sensitive and provided better topographical information.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00698839
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  • 5
    Electronic Resource
    Electronic Resource
    Magnetic resonance imaging and angiography of the brain in embolic left atrial myxoma (1989)
    Springer
    Neuroradiology 31 (1989), S. 137-139 
    Details
    ISSN: 1432-1920
    Keywords: Magnetic resonance imaging ; Cerebral angiography ; Atrial myxoma
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary A case of left atrial myxoma presenting exclusively with neurological symptoms, studied with magnetic resonance imaging (MRI) combined with cerebral angiography and computed tomography (CT) is reported. Typical angiographic findings suggested the diagnosis of myxoma. MRI showed multiple ischemic lesions disseminated throughout the entire brain, some of which had been clinically asymptomatic. Because of its sensitivity in identifying small cerebral infarcts, MRI should prove in the future to be a first-choice technique in the evaluation of the presence of and extent of cerebral involvement in embolic left atrial myxoma.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00698841
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  • 6
    Electronic Resource
    Electronic Resource
    Short TR, variable flip angle, gradient echo scans of the cervical spine: comparison of 2DFT and 3DFT techniques (1989)
    Springer
    Neuroradiology 31 (1989), S. 213-216 
    Details
    ISSN: 1432-1920
    Keywords: Magnetic resonance imaging ; Spine ; 3DFT ; Gradient echo
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary A prospective study of 16 patients was performed to compare quantitatively a contiguous single slice 2DFT version with a 3DFT version of a short TR, variable flip angle, gradient echo (GRASS) pulse sequence. The 3DFT GRASS scans had higher signal-to-noise ratios (SNR) of cord and CSF compared to the single slice 2DFT GRASS scans. The 3DFT GRASS scans, however, had lower CSF-cord and CSF-disc contrast than the single slice 2DFT version. The 3DFT GRASS sequence demonstrated comparable contrast only on the end slices of an imaging volume suggesting influence of an entry phenomenon. The lower CSF-cord and CSF-disc contrast of the 3DFT GRASS technique diminished its usefulness in the diagnosis of cervical disc disease compared to the single slice 2DFT GRASS technique. Two different slice thicknesses (3 mm and 5 mm) were investigated with the 2DFT GRASS technique and found to be comparable although the 3 mm scans had sharper disc and dural margins because of less partial volume artifact.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00344345
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  • 7
    Electronic Resource
    Electronic Resource
    MRI in cervical disk herniation (1989)
    Springer
    Neuroradiology 31 (1989), S. 382-385 
    Details
    ISSN: 1432-1920
    Keywords: Cervical spine ; Disk herniation ; Myelography ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Eleven operated herniated disks in 10 patients were evaluated preoperatively with plain films, myelography and magnetic resonance imaging. Plain X-ray was a valuable supplement to MRI for studying the bony changes. Myelography showed 7 of 11 herniated disks while MRI gave correct diagnosis in all. It is concluded that MRI can replace myelography and computerized tomography in the preoperative evaluation of cervical herniated disk. The other examinations may be supplementary in some cases.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00343860
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  • 8
    Electronic Resource
    Electronic Resource
    Amnesia due to bilateral hippocampal glioblastoma (1989)
    Springer
    Neuroradiology 31 (1989), S. 430-432 
    Details
    ISSN: 1432-1920
    Keywords: Amnesia ; Glioblastoma ; Hippocampal formation ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The authors report a unique case of glioblastoma which caused permanent amnesia. Magnetic resonance imaging showed the lesion to be limited to the hippocampal formation bilaterally. Although glioblastoma extends frequently into fiber pathways and expands into the opposite cerebral hemisphere, making a “butterfly” lesion, it is unusual for it to invade the limbic system selectively to this extent.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00343869
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  • 9
    Electronic Resource
    Electronic Resource
    Gd-DTPA-enhanced MR in thoracic disc herniations (1989)
    Springer
    Neuroradiology 31 (1989), S. 75-79 
    Details
    ISSN: 1432-1920
    Keywords: Thoracic disc herniation ; Spine, intervertebral discs ; Spine, MR studies ; Spinal cord, compression ; Contrast media ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The Gd-DTPA-enhanced magnetic resonance findings in two patients with herniated thoracic intervertebral discs are reported. The first patient was a 56-year-old woman with a small subligamentous T6-7 disc herniation, slightly lateralized to the right. The second patient was a 51-year-old man with a central and right posterolateral disc herniation, including a large calcified fragment, at the T8-9 level. The nonenhanced MR examination revealed the presence of an extradural mass lesion in both patients, impinging upon the dural sac and compressing and displacing the spinal cord posteriorly. The lesion was slightly hypointense on both T1- and T2-weighted spin echo sequences. Following intravenous injection of Gd-DTPA in a dosage of 0.1 mmol/kg body weight, enhancement of the posterior longitudinal ligament was noted and triangular areas of contrast uptake were seen to occur in the epidural space above and below the herniated disc. At surgery, they were found to correspond to dilated and congested epidural veins.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00342035
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  • 10
    Electronic Resource
    Electronic Resource
    MRI in Cockayne syndrome type I (1989)
    Springer
    Neuroradiology 31 (1989), S. 276-277 
    Details
    ISSN: 1432-1920
    Keywords: Cockayne syndrome ; White matter ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary MRI findings are reported from two patients with Cockayne syndrome (CS) type I, aged 11 and 37 years. Changes were compatible with diffuse white matter hypomyelination. Basal ganglia calcification was present in both, marked cerebellar atrophy in the older patient. MRI may support the diagnosis of CS in the appropriate clinical context. The view that CS is a dysmyelinating disorder is further substantiated.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00344359
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  • 11
    Electronic Resource
    Electronic Resource
    Rare case of a primary malignant fibrous histiocytoma of the brain (1989)
    Springer
    Neuroradiology 31 (1989), S. 177-179 
    Details
    ISSN: 1432-1920
    Keywords: Malignant fibrous histiocytoma ; Computed tomography ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary A rare case of primary MFH of the brain is described together with the CT and MRI findings. The radiological appearance of this tumor is discussed in conjunction with the material published in other case reports.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00698850
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  • 12
    Electronic Resource
    Electronic Resource
    Pituitary microadenomas (1989)
    Springer
    Neuroradiology 31 (1989), S. 293-298 
    Details
    ISSN: 1432-1920
    Keywords: Pituitary microadenoma ; Magnetic resonance imaging ; Gadolinium DTPA ; Computed tomography
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Ten patients with biochemical evidence of a hormonally active pituitary adenoma were examined by dynamic contrast enhanced computed tomography (CT) and then by pre and post Gadolinium-DTPA (Gd-DTPA) enhanced magnetic resonance imaging (MRI). Excluding one false positive case, CT and unenhanced MRI were comparable in the detection of microadenoma. Post Gd-DTPA examination gave more clear evidence of the actual adenoma in two patients and aided in the demonstration of a third. However, in two others all imaging techniques failed to demonstrate the microadenoma subsequently found at surgery. On the post enhancement MRI it was easier to assess the relationship of a tumour to the cavernous sinus and to visualise the relationships of the parasellar carotid arteries.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00344169
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  • 13
    Electronic Resource
    Electronic Resource
    MR imaging of intracranial vertebral artery occlusion (1989)
    Springer
    Neuroradiology 31 (1989), S. 403-407 
    Details
    ISSN: 1432-1920
    Keywords: Vertebral artery ; Basilar artery ; Arterial occlusion ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Magnetic resonance (MR) images of nine patients with intracranial vertebral artery occlusion (five proved, four presumed) have been reviewed. In two of nine, both vertebral arteries were occluded and in five of the nine, the basilar artery was also blocked. All occluded arteries showed absence of flow void and were clearly demonstrated as mildly hypo-∼mildly hyperintense structures to brainstem parenchyma on the T1-weighted images. In two of five patients with basilar artery occlusion, retrograde filling of the distal basilar artery was detected. Thus, MR imaging, in particular the T1-weighted image, is a pertinent diagnostic modality for evaluating intracranial vertebral artery occlusion. Angiography does not seem to be required for confirmation.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00343864
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  • 14
    Electronic Resource
    Electronic Resource
    Symptomatic spinal epidural lipomatosis without exogenous steroid intake (1989)
    Springer
    Neuroradiology 31 (1989), S. 190-192 
    Details
    ISSN: 1432-1920
    Keywords: Epidural lipomatosis ; Lumbar myelography ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Epidural lipomatosis may be unassociated with steroid use and should be considered in the differential diagnosis of lumbar radiculopathy. This may cause widening of the spinal canal on plain film and complete block on myelography. CT or MRI is diagnostic.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00698854
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  • 15
    Electronic Resource
    Electronic Resource
    Large asymptomatic noncolloid neuroepithelial cysts in the lateral ventricle: CT and MR features (1989)
    Springer
    Neuroradiology 31 (1989), S. 98-101 
    Details
    ISSN: 1432-1920
    Keywords: Brain cysts ; Anomalies, congenital ; Magnetic resonance imaging ; Computed tomography
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Two cases of large asymptomatic cysts of the lateral ventricle are presented. The cyst walls or cyst contours were demonstrated well by proton density-weighted or T2-weighted spin echo images. These cysts are being detected as incidental findings in increasing frequency with the increasing use of MR imaging. Our data and review of the literature suggest that surgical intervention is not necessarily warranted, but that careful clinical evaluation is indicated. The diagnostic problem of intraventricular cysts is also discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00342042
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  • 16
    Electronic Resource
    Electronic Resource
    Brain stem type neuro-Behçet's syndrome (1989)
    Springer
    Neuroradiology 31 (1989), S. 258-262 
    Details
    ISSN: 1432-1920
    Keywords: Neuro-Behçet's syndrome ; Behçet's syndrome ; Brain stem type neuro-Behçet's syndrome ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Brain stem type neuro-Behçet's syndrome was studied with enhanced CT and MRI during the acute and chronic stage of the illness. During the acute stage, brain CT revealed a low density lesion in the brain stem extending from the lower pons up to the midbrain ventrolaterally with marginal enhancement effect. T2-weighted image showed a high signal intensity lesion in the brain stem which mainly involved the basis ponti, tegmentum, tectum and cerebral peduncle. During the chronic stage, the lesion became low in signal intensity with T2-weighted image and reduced in its size without enhancement in brain CT. The prolonged relaxation time of the lesions was gradually normalized with steroid treatment. Sequential brain CT with enhancement and MRI study with T1- and T2-weighted images were useful to detect the lesions and to evaluate the activity in the neuro-Behçet's syndrome.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00344355
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  • 17
    Electronic Resource
    Electronic Resource
    Cerebral vascular malformations: applications of magentic resonance imaging to differential diagnosis (1989)
    Springer
    Neuroradiology 31 (1989), S. 320-325 
    Details
    ISSN: 1432-1920
    Keywords: Brain ; Magnetic resonance imaging ; Cavernous angioma ; Arteriovenous malformation ; (AVM) ; Venous angioma
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Twelve patients with cerebral vascular malformations (5 cavernous angiomas, 1 thrombosed arteriovenous malformation, and 6 venous angiomas) were studied with magnetic resonance (MR) imaging. All lesions were clearly depicted. Characteristic MR findings were obtained mainly on T2-weighted images: a markedly low intensity area was always seen. The margins of arteriovenous malformation (AVM) and venous angioma were irregular while those of cavernous angioma were smooth in all planes on T2-weighted images. Gradient-echo (GrE) pulse sequences were more sensitive than T2-weighted spin echo (SE) in lesion detection. MR imaging could play an important role in the differential diagnosis of cerebral vascular malformations.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00344175
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  • 18
    Electronic Resource
    Electronic Resource
    Fibrous metaphyseal defects (1989)
    Springer
    Skeletal radiology 18 (1989), S. 253-259 
    Details
    ISSN: 1432-2161
    Keywords: Fibrous metaphyseal defect ; Magnetic resonance imaging ; Determination of origin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract Sixteen patients with fibrous metaphyseal defects were examined with both plain radiography and magnetic resonance (MR) imaging. Depending on the age of the fibrous metaphyseal defects, characteristic radiomorphologic changes were found which correlated well with MR images. Following intravenous Gadolinium-DTPA injection, fibrous metaphyseal defects invariably exhibited a hyperintense border and signal enhancement. Healed lesions exhibited a transition to normal bone marrow. A line through the maximum longitudinal diameter of a fibrous metaphyseal defect invariably led to a point of tendinous or ligamentous insertion. Coronal MR images demonstrated the maximum longitudinal extension and the respective inserting tendon or ligamentous structure at the epiphyseal line.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00361201
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  • 19
    Electronic Resource
    Electronic Resource
    Magnetic resonance imaging: Comparison of four pulse sequences in assessing primary bone tumours (1989)
    Springer
    Skeletal radiology 18 (1989), S. 439-444 
    Details
    ISSN: 1432-2161
    Keywords: Magnetic resonance imaging ; Pulse sequences ; Primary bone tumour
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract A prospective magnetic resonance imaging (MRI) study was carried out in 13 patients (19 examinations) with primary bone tumours to assess the relative value of each of four pulse sequences in showing the extent and nature of the lesion. The four pulse sequences used were a T1-weighted spin-echo (SE544/44), a T2-weighted spin echo (SE1500/80), a short TI inversion recovery (STIR) (IR500/100/44), and a partial saturation (PS) (PS500/22) with field echo data collection. For soft tissue disease the combination of PS and STIR gave better definition of the boundary of the tumour than the more conventional T1 and T2-weighted spin echo sequences. For the demonstration of bone cortex, periosteal change and calcification, T1 and T2-weighted spin echo sequences were better. However, for calcified tissues, plain radiographs were better than either MRI combination. On the assumption that plain films will be available in all cases, PS and STIR sequences could therefore be substituted for T1 and T2-weighted spin echo sequences allowing an increase in soft tissue detectability for lesions in both red and yellow marrow.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00368612
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  • 20
    Electronic Resource
    Electronic Resource
    Disc degeneration in scheuermann disease (1989)
    Springer
    Skeletal radiology 18 (1989), S. 523-526 
    Details
    ISSN: 1432-2161
    Keywords: Spine ; Scheuermann disease ; Magnetic resonance imaging ; Disc degeneration
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract Comparison of the radiographic signs of Scheuermann disease and the corresponding disc degeneration on thoracolumbar magnetic resonance (MR) images was made in 21 young patients. Marginal sclerosis, Schmorl nodes and narrowed disc spaces, but not irregular or wedge-shaped end-plates, were significantly associated with disc degeneration. Fifty-five percent of the discs in the patients with Scheuermann disease were abnormal on MRI, compared with 10% in asymptomatic controls. Our study confirms that thoracolumbar disc degeneration is enhanced in 20-year-old patients with low back pain who have radiological evidence of Scheuermann disease.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00351753
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  • 21
    Electronic Resource
    Electronic Resource
    Magnetic resonance demonstration of hyperintense herniated discs and extruded disc fragments (1989)
    Springer
    Skeletal radiology 18 (1989), S. 527-530 
    Details
    ISSN: 1432-2161
    Keywords: Disc ; Disc disease ; Disc extrusion ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract Magnetic resonance (MR) imaging is useful in evaluating a variety of spinal pathologies including intervertebral disc disease. Herniated discs are commonly believed to undergo premature degeneration and produce low intensity signal on T2-weighted images. We reviewed 154 patients who were studied for disc herniations or other pathology. Fifty-nine (38%) had disc herniations and 7 of these (5%) had a fragment that was hyperintense with respect to the adjacent intervertebral disc on T2-weighted images. It is hypothesized that some disc fragments may contain a higher water content that causes prolongation of the T2 signal. The bright signal which is therefore seen on long TR long TE (T2-weighted) images may be a useful sign suggesting herniation or extrusion.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00351754
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  • 22
    Electronic Resource
    Electronic Resource
    Low field (0.02 T) magnetic resonance imaging of bone and soft tissue tumors (1989)
    Springer
    Skeletal radiology 18 (1989), S. 585-590 
    Details
    ISSN: 1432-2161
    Keywords: Soft tissue tumors ; Bone tumors ; Magnetic resonance imaging ; Low field strength
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract Extremely low field magnetic resonance imaging (MRI) was evaluated in 16 patients with bone and soft tissue tumors, both benign and malignant. Twelve of the lesions were located in the lower extremity, 2 in the gluteal and 2 in the shoulder region. The findings were compared to the results of computed tomography (CT). Low signal-to-noise ratio and poor spatial resolution result in an image quality which is inferior to that obtained with MR imaging at higher field strengths. In spite of this, the diagnostic information seems to be at least comparable to that obtained from CT.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00355333
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  • 23
    Electronic Resource
    Electronic Resource
    Gadolinium-DTPA in rheumatoid arthritis and related diseases: first results with dynamic magnetic resonance imaging (1989)
    Springer
    Skeletal radiology 18 (1989), S. 591-597 
    Details
    ISSN: 1432-2161
    Keywords: Magnetic resonance imaging ; Gadolinium-DTPA ; Rheumatoid arthritis ; Dynamic magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract Thirty-four joints (19 knees, 15 wrists) of 31 patients suffering from rheumatoid arthritis and related disorders were examined prior to and following intravenous administration of Gadolinium-DTPA (0.1 mmol/kg body weight). T1-weighted spin-echo sequences and the gradient-echo technique FLASH were applied. FLASH scanning was used for the registration of the time-dependent changes of signal intensity following Gd-DTPA. Synovial proliferations exhibited a rapid and marked increase of signal intensity whereas fatty tissue, bone marrow, muscle and synovial effusion demonstrated only minor changes, causing enhanced contrast between synovial pannus and joint effusion or other neighbouring structures. Within the synovial pannus, ratios (absolute signal increase) of 131.3±53.4% and 122.9±51.1% were found in T1-weighted spin-echo and in FLASH sequences respectively. The average signal increase gradient of pannus (108.2±70.6%/min) was significantly (p〈0.001) different from muscle (13.4±7.8%/min), fatty tissue (10.2±8.4%/min), bone marrow (5.5±7.1%/min), and joint effusion (14.7±7.8%/min).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00355334
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  • 24
    Electronic Resource
    Electronic Resource
    Osteonecrosis of vertebrae in a child with acute lymphocytic leukaemia duringl-asparaginase therapy (1989)
    Springer
    European journal of pediatrics 149 (1989), S. 162-163 
    Details
    ISSN: 1432-1076
    Keywords: Antithrombin III ; l-Asparaginase ; Magnetic resonance imaging ; Osteonecrosis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract We report a child with acute lymphocytic leukaemia who developed simultaneous osteonecrosis of vertebrae and cerebral thrombosis duringl-asparaginase therapy. Fibrinogen, antithrombin III and plasminogen were decreased. Fresh frozen plasma in addition to antithrombin III concentrates were used to replenish these haemostatic proteins.l-asparaginase induced coagulopathy may cause osteonecrosis.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01958270
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  • 25
    Electronic Resource
    Electronic Resource
    Radiological studies of the cheiro-oral syndrome (1989)
    Springer
    Journal of neurology 236 (1989), S. 177-181 
    Details
    ISSN: 1432-1459
    Keywords: Cheiro-oral syndrome ; Magnetic resonance imaging ; Computed tomography ; Central gyrus ; Thalamus-Brain stem
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Four cases of the cheiro-oral syndrome are reported, with a review of the clinical symptoms and signs and the neuroradiological methods used to demonstrate the responsible lesion. In each case, angiography, computed tomography (CT) and magnetic resonance imaging (MRI) were performed. The lesion was found in the thalamus in three cases and in the pons in one. Infarction had occurred in three cases and haemorrhage in one. Angiography revealed normal findings in all cases. CT at the onset of the symptoms demonstrated a small haemorrhage in the thalamus in one case but was not helpful in the others, and MRI was required to identify infarction. The anatomical sites responsible for the cheirooral syndrome have been reported to be in the central gyrus, in the thalamus, and in the brain stem. The clinical symptoms and signs reported in the literature and in our four cases are reviewed to evaluate aetiological factors and clinical features according to the three different sites of lesions causing this syndrome.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00314338
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  • 26
    Electronic Resource
    Electronic Resource
    Japanese encephalitis in the Kurume region of Japan: CT and MRI findings (1989)
    Springer
    Journal of neurology 236 (1989), S. 255-259 
    Details
    ISSN: 1432-1459
    Keywords: Japanese B encephalitis ; X-ray computed tomography ; Magnetic resonance imaging ; Geriatrics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Neurological, computed tomography (CT) and magnetic resonance imaging (MRI) findings were recorded from 13 patients with Japanese encephalitis (JE) in the Kurume region diagnosed by serological criteria. The patients averaged 63 years of age, and 5 were older than 70 years. The serological data mostly indicated a primary response. Hemiplegia and tetraplegia were common, together with extrapyramidal signs. A few cases had a stroke-like onset and cerebral haemorrhage during the course of JE. CT and MRI in 7 cases revealed abnormalities in the thalamus and basal ganglia including the putamen. The CT and MRI findings from the acute stage to the convalescent stage were considered to be characteristic of JE.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00314452
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  • 27
    Electronic Resource
    Electronic Resource
    Reversible bilateral thalamic lesions caused by primary internal cerebral vein thrombosis: a case report (1989)
    Springer
    Journal of neurology 236 (1989), S. 484-486 
    Details
    ISSN: 1432-1459
    Keywords: Sinus thrombosis ; Computed tomography ; Magnetic resonance imaging ; Thalamus
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The case is reported of a patient with primary thrombosis of the internal cerebral veins who presented initially with unilateral and later developed bilateral thalamic lesions revealed by computed tomography. Magnetic resonance imaging and angiography confirmed the diagnosis. Upon anti-coagulation the patient recovered nearly completely.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00328513
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  • 28
    Electronic Resource
    Electronic Resource
    Correlation between multimodal evoked potentials and magnetic resonance imaging in multiple sclerosis (1989)
    Springer
    Journal of neurology 236 (1989), S. 4-8 
    Details
    ISSN: 1432-1459
    Keywords: Multiple sclerosis ; Diagnosis ; Electrophysiological tests ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Sixty multiple sclerosis (MS) patients (33 definite, 13 probale and 14 suspected were investigated by computed tomography (CT), magnetic resonance imaging (MRI), multimodality evoked potentials (EPs) and cerebrospinal fluid (CSF) electrophoresis. MRI abnormalities were found in 50 cases, while at least one abnormal evoked potential was detected in each of 52 cases. Brain-stem auditory evoked potentials were more sensitive than MRI for the detection of brainstem involvement. All the patients with oligoclonal bands had abnormal MRI and none of the patients with normal MRI had oligoclonal bands in the CSF. The number and the extent of MRI lesions were significantly correlated with the duration of disease and with the degree of disability. Our observations stress the importance of the combined use of MRI and EPs in detecting silent CNS lesions in MS patients.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00314209
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  • 29
    Electronic Resource
    Electronic Resource
    MRI findings of inferior olives in palatal myoclonus (1989)
    Springer
    Journal of neurology 236 (1989), S. 115-116 
    Details
    ISSN: 1432-1459
    Keywords: Palatal myoclonus ; Inferior olive ; Magnetic resonance imaging ; Pseudohypertrophy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Four patients with palatal myoclonus (PM) were studied with magnetic resonance imaging (MRI). Increased signal intensity and bilateral enlargement of the inferior olives were recognized in two patients with bilateral PM, pontine haemorrhage and neuro-Behçet disease, and a similar olivary change on the contralateral side was noted in a case of pontine infarction with unilateral PM. These findings were consistent with the pathology. The changes were more obvious in proton density-weighted images than in T2-weighted images, which thus differ from the changes in common gliosis. The other patient with the syndrome of PM and progressive ataxia did not show any olivary change. These changes on MRI are considered to indicate pseudo-hypertrophy of the inferior olives, although this is not consistently shown by the imaging method.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00314408
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  • 30
    Electronic Resource
    Electronic Resource
    Cavernous angioma of the optic tract (1989)
    Springer
    Journal of neurology 236 (1989), S. 117-119 
    Details
    ISSN: 1432-1459
    Keywords: Cavernous angioma ; Optic tract ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary A cavernous angioma of the right optic tract in a 35-year-old man is presented. The patient suffered from headaches and had a left homonymous visual field defect after subarachnoid haemorrhage and an intracerebral haematoma in the right temporomedial region, revealed by computed tomography (CT). Follow-up CT showed a small contrast-enhanced lesion in the right suprasellar and parasellar cistern. Angiography on three occasions did not reveal a vascular lesion. Magnetic resonance imaging was helpful both for diagnosis and planning surgical therapy. It showed typical signs of a cavernous angioma of the right optic tract; the diagnosis was confirmed by surgery and histological examination. This appears to be the first reported case of a cavernous angioma of the optic tract.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00314409
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  • 31
    Electronic Resource
    Electronic Resource
    Focal cranial nerve involvement in chronic inflammatory demyelinating polyneuropathy: clinical and MRI evidence of peripheral and central lesions (1989)
    Springer
    Journal of neurology 236 (1989), S. 400-405 
    Details
    ISSN: 1432-1459
    Keywords: Chronic inflammatory demyelinating polyneuropathy ; Cranial nerve lesions ; Magnetic resonance imaging ; Nerve biopsy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Five cases of chronic inflammatory demyelinating polyneuropathy are described in which cranial nerve involvement accompanied a more generalized neuropathy. Clinical, electrophysiological, radiological and nerve biopsy findings are presented. Cranial nerve lesions in this form of polyneuropathy may be related to lesions of the peripheral nerves or of the central nervous system, when they may be accompanied by MRI evidence of more widespread CNS demyelinating lesions. In cases of early onset, the occurrence of focal cranial nerve lesions may serve to distinguish chronic inflammatory from inherited demyelinating polyneuropathies.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00314898
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  • 32
    Electronic Resource
    Electronic Resource
    Carbon monoxide poisoning: clinical, neurophysiological, and brain imaging observations in acute disease and follow-up (1989)
    Springer
    Journal of neurology 236 (1989), S. 478-481 
    Details
    ISSN: 1432-1459
    Keywords: Carbon monoxide poisoning ; Midbrain syndrome ; Visual evoked potentials ; Computed tomography ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Five patients (aged 19–52 years) were treated for a midbrain syndrome due to acute carbon monoxide poisoning and had clinical follow-up investigations for up to 18 months. Three patients recovered with minor neurological and neuropsychological deficits and resumed their premorbid life-style. One patient had normal findings, while the fifth remained in a permanent vegetative state. Initial CT of the brain may fail to detect low-density lesions in the globus pallidus. If present, these lesions may either have disappeared, diminished, or remained unchanged at follow-up. Long-term outcome seems to show a closer link to white matter changes, which are at present best investigated by magnetic resonance imaging. The additional value of determining visual evoked responses at repeated follow-up is suggested by the present investigation.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00328511
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  • 33
    Electronic Resource
    Electronic Resource
    Cysts of the pineal gland (1989)
    Springer
    Child's nervous system 5 (1989), S. 172-176 
    Details
    ISSN: 1433-0350
    Keywords: Pineal cyst ; Pineal tumor ; Pineal lesion ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract Thirty-two cases of pineal cyst diagnosed by magnetic resonance imaging (MRI) were reviewed and are described. The pineal cyst was demonstrated to be an area with slightly less intensity than the surrounding tissue and with slightly greater intensity than the CSF on T1-weighted images. On the T2-weighted images this lesion was identified as a high-intensity area with smooth margins and was homogeneous in nature. In three cases presenting with headache, compression of the vein of Galen was identified, and compression of the quadrigeminal plate was demonstrated in five cases. No patients presented with both pineal and quadrigeminal lesions. Of the cases, 63% were not detected by CT scanning alone. There were two cases in which the cyst ruptured and collapsed spontaneously during follow-up. It is emphasized that the presence of this lesion, which was more frequent than previously expected, should be kept in mind when diagnosing pineal tumors and should not be misdiagnosed. Surgery should not be undertaken unless the lesion produces symptoms due to the compression of the quadrigeminal plate, aqueduct, or the vein of Galen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00272122
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  • 34
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    Electronic Resource
    An unusual case of temporal encephalocele (1989)
    Springer
    Child's nervous system 5 (1989), S. 371-373 
    Details
    ISSN: 1433-0350
    Keywords: Temporal encephalocele ; Cerebral angiography ; Magnetic resonance imaging
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract An unusual case of temporal encephalocele is presented in this report. A large temporal mass was detected prenatally by ultrasound and following delivery by caesarian section. It was determined to be a large temporal encephalocele with extensive invasion into the subtemporal, facial and cervical regions. This case is presented because of the unique pathology of this congenital malformation and the extensive surgery that was required. The management and the clinical and radiological features are discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00271896
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  • 35
    Electronic Resource
    Electronic Resource
    Significance of MRI-confirmed atrophy of the cranial spinal cord in Friedreich's ataxia (1989)
    Springer
    European archives of psychiatry and clinical neuroscience 238 (1989), S. 225-230 
    Details
    ISSN: 1433-8491
    Keywords: Magnetic resonance imaging ; Friedreich's ataxia ; Spinal cord atrophy ; MRI evaluation of the brain stem
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary The severity of Friedreich's ataxia was graded in ten patients by clinical examination and in five by use of posturography. These data were compared with neuroradiology findings. CT-confirmed infratentorial atrophy occured only in advanced cases of Friedreich's ataxia; the correlation with the clinical score was poor. On mid-sagittal MRI planes the diameters of fourth ventricle, brain stem at the level of the inferior olive and spinal cord at the levels of the foramen magnum and C3 were measured. Patients with Friedreich's ataxia had significant MRI-confirmed atrophy of the cranial spinal cord as compared with a normal, age-matched control group. This was also observed in patients with Friedreich's ataxia in the early stages. A reliable correlation between atrophy of the cranial spinal cord and the clinical score, however, could again not be found. MRI exploration of the cranial spinal cord may be recommended as an additional diagnostic marker in Friedreich's ataxia.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00381470
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  • 36
    Electronic Resource
    Electronic Resource
    MRI study of Baló's concentric sclerosis before and after immunosuppressive therapy (1989)
    Springer
    Journal of neurology 236 (1989), S. 487-488 
    Details
    ISSN: 1432-1459
    Keywords: Baló's concentric sclerosis ; Magnetic resonance imaging ; Oligoclonal CSF IgG banding
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary An intra vitam diagnosis of Baló's concentric sclerosis in a 39-year-old male is described. To our knowledge this is the first reported case of ante-mortem diagnosis based solely on magnetic resonance imaging (MRI) findings. MRI showed features unique to this process. After high-dose intravenous therapy with prednisone, the clinical symptoms improved, and MRI showed marked changes of the concentric lesions.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00328514
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  • 37
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    Electronic Resource
    CT, MRI and SPECT neuroimaging in status epilepticus with simple partial and complex partial seizures: case report (1989)
    Springer
    Journal of neurology 236 (1989), S. 296-299 
    Details
    ISSN: 1432-1459
    Keywords: Status epilepticus ; Computed tomography ; Magnetic resonance imaging ; Single-photon emission computed tomography ; Cerebral oedema
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary A 35-year-old female patient suffering from epilepsy was examined during status epilepticus with simple partial and complex partial seizures by means of EEG, CT, MRI and ictal SPECT. All these examinations showed focal abnormalities with identical location due to oedema and hypervascularisation; these were, however, absent during examinations carried out before and after status epilepticus.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00314460
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  • 38
    Electronic Resource
    Electronic Resource
    Bone marrow investigation with technetium-99m microcolloid and magnetic resonance imaging in patients with malignant myelolympho-proliferative diseases (1989)
    Springer
    European journal of nuclear medicine 15 (1989), S. 230-238 
    Details
    ISSN: 1619-7089
    Keywords: Bone marrow diseases ; Radionuclide imaging ; Magnetic resonance imaging ; Lymphoma ; Plasmacytoma
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract In 63 patients with primary extramedullary malignant lymphoma or plasmacytoma, a study was performed in order to evaluate bone marrow involvement. All patients underwent a 99mTc microcolloid bone marrow whole body imaging (scintigraphy), using a gamma camera interfaced with a computer, followed by nuclear magnetic resonance bone marrow imaging (MRI), (1.5 Tesla). MR images were made of the lumbosacral region, the pelvic region, both femoral and other parts of the skeleton, according to focal lesions in the scintigraphy. A posterior iliac crest bone marrow biopsy was used as a standard reference. In the present study, both scintigraphy and MRI showed a dissiminated or focal involvement or a combination of both. In 53 of the 63 patients (84%) the results were in accordance. Pathological MR signals or pathological findings in scintigraphy did not always correspond to tumorous bone marrow involvement, and were shown to reflect reactive changes in the central part of the skeleton in combination with a periphery radionuclide extention interpreted as a periphery compensatory hematopoetic proliferation. The negative predictive value of scintigraphy and MRI was 92% and 100%, respectively. When combining the results of both examinations, the positive predictive value increased from 49% to 58%, if the bone marrow biopsy is accepted as gold standard. The results indicate that bone marrow investigation performed simultaneously using scintigraphy and MRI is superior both to the use of either of the methods alone and to the traditional iliac crest bone marrow biopsy.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00257539
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  • 39
    Electronic Resource
    Electronic Resource
    Postoperative Erfolgs- und Verlaufskontrollen thorakaler Aortenerkrankungen mittels Kernspintomographie (1989)
    Springer
    Langenbeck's archives of surgery 374 (1989), S. 349-357 
    Details
    ISSN: 1435-2451
    Keywords: Magnetic resonance imaging ; Thoracic aortic surgery ; Follow-up
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Description / Table of Contents: Zusammenfassung Zwecks überprüfung, inwieweit die Kernspintomographie, die mit gutem Erfolg bereits in der präoperativen Diagnostik eingesetzt wird, eine sinnvolle Bereicherung des diagnostischen Instrumentariums bei der postoperativen Kontrolle thorakaler Aortenerkrankungen darstellt, haben wir zwischen dem 1. 4. 1986 und 30. 3. 1988 30 Patienten (20 männlich, 10 weiblich, mittleres Alter 53 Jahre ± 13,7 Jahre) nach Operation an der thorakalen Aorta kernspintomographisch untersucht. Es lagen 19 arteriosklerotische Aneurysmen, 10 Dissektionen sowie ein Tumor der , Aorta descendens vor. In allen 30 Patienten gelang es, kernspintomographisch postoperativ die Ergebnisse der chirurgischen Maßnahmen zu dokumentieren. Es konnten im frühen postoperativen Stadium Komplikationen ausgeschlossen bzw., wie in einem Fall eine retrograde Aortendissektion oder einem anderen ein Hämatoperikard nachgewiesen werden. In der postoperativen Verlaufskontrolle aortaler Dissektionen ließ sich eine aneurysmatische Dilatation der dissezierten Aorta distal der implantierten Prothese in allen Fällen darstellen. Wahres und falsches Lumen konnten differenziert werden. In einem Fall ließ sich die Ausbildung eines Aortenbulbusaneurysmas nachweisen. Zusammengefaßt lassen sich postoperative Komplikationen der thorakalen Aortenchirurgie mit der Kernspintomographie zuverlässig nachweisen und bildlich in 3 Ebenen darstellen. Nichtinvasibilität, das Fehlen einer ionisierenden Strahlung und das ausbleibende Risiko einer Kontrastmittelapplikation machten die Kernspintomographie zu einer idealen Methode für Folgeuntersuchungen nach Operation an der thorakalen Aorta.
    Notes: Summary Operations of the thoracic aorta for aneurysms, dissections, or congenital malformations may lead to early or late complications. Therefore, postoperative control for documentation of the surgical results, for exclusion of early changes and for comparison with later controls is mandatory. To demonstrate that magnetic resonance imaging (MRI), which we already had used with good results for preoperative studies is also able to detect postoperative abnormalities, we examined 30 patients with thoracic aortic disease (20 male, 10 female, mean age 53 ± 13.7 years) with this diagnostic tool. There were 19 arteriosclerotic aneurysms, 10 dissections, and one aortic tumor. With MRI it was possible in all patients to visualize the results of the surgical treatment postoperatively. Early postoperative complications could be excluded, or demonstrated in one case of a retrograde aortic dissection or a hematopericardium. These pathological findings could also be shown by arterial digital subtraction angiography or echocardiography. Using MRI for follow-up of aortic dissections, the development of an aneurysm of the aortic root in a Marfan-patient could be detected. In all these patients, it was possible to differentiate true and false lumen and to detect the origin of major side branches. The diagnostic advantages of MRI, which we compared with other imaging methods, as echocardiography, computed tomography or angiography are that postoperative complications of thoracic aortic aneurysm surgery can be reliably detected and visualized in 3 different planes. Non-invasiveness, the omission of ionizing radiation and no risk of contrast media application underline that magnetical resonance imaging is an ideal method for follow-up after operation of the thoracic aorta.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01262814
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  • 40
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    Electronic Resource
    Magnetic resonance investigations of non-acoustic petrous lesions (1989)
    Springer
    European archives of oto-rhino-laryngology and head & neck 246 (1989), S. 265-268 
    Details
    ISSN: 1434-4726
    Keywords: Petrous bone ; Magnetic resonance imaging ; Gadolinium ; Cholesteatoma ; Temporal bone neoplasms
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Summary Twenty cases of intrapetrous lesions were studied by a 1.5 T magnetic resonance (MR) unit. In all cases, comparisons were made between MR, CT and clinical findings. Our present material included 9 cholesteatomas, 1 cholesterol cyst, 3 primary epidermoid carcinomas, 2 metastatic neoplasms, 1 glomus jugulare tumor and 4 facial neurinomas. Gadolinium was injected in 7 cases and seemed to be the best method for studying the intrapetrous tumors. MR permitted accurate topographic study and assessment of tumoral extension, as well as a ready demonstration of tumor vascularity. The present findings also showed that MR is not capable of defining small bony detail or calcifications.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00463570
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  • 41
    Electronic Resource
    Electronic Resource
    Masthead (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989) 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720101
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  • 42
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    Electronic Resource
    The Conformation of Cycloartenol Investigated by NMR and Molecular Mechanics (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 1-13 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Cycloartenol (4), a natural plant sterol, was shown to be an effective membrane reinforcer; this was attributed to its conformation. We now present a conformational analysis of 4 by molecular modeling and NMR. Molecular modeling suggests that two conformations I and II coexist, differing mainly at the level of ring C, and of nearly equal energy, I and II each having ring A and B in a chair and half-chair conformation, respectively, with ring C 1,3-diplanar in I (solid-state structure as determined by X-ray crystallography) and in chair conformation in II. A complete assignment of the 1H- and 13C-NMR spectra of 4 and the entire coupling network in rings A and B is determined by various modern NMR techniques. The conformation of rings A and B thus determined is in agreement with conformations I and II. Low-temperature NMR experiments show a fast equilibrium between two conformations, presumably I and II. It is concluded, therefore, that the cyclopropane ring of 4 produces a flexibility at the level of ring C which may be important for the membrane properties.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720102
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  • 43
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    Palladium(0)-Catalyzed Cyclizations of Simple 1-Aryl-1,7-octadien-3-yl Acetates. Preliminary communicationPresented (W.O.) at the ‘3e Congrès national de la Société Française de Chimie’, Nice, September 5, 1988. (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 14-16 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Dienyl acetates 2 lacking a geminal disulfone or a malonate group cyclize selectively to (E)-l-methylidene-2-styrylcyclopentanes 4 in the presence of 7 mol-% of [Pd(PPh3)4].
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720103
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  • 44
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    Über den Einfluss des Akzeptor-Teilchromophors bei Dimethin-merocyanin-Farbstoffen auf das Aggregationsverhalten in wässriger Lösung (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 17-28 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: On the Influence of the Acceptor Part of the Chromophor of Dimethinemerocyanine Dyes upon the Aggregation Tendency in Aqueous SolutionA series of novel long-chain alkyl-dimethinemerocyanine dyes containing sulfonate groups is synthesized in good yield and their aggregation tendency in H2O and in organic solvent/H2O mixtures investigated. The merocyanine dyes 11 and 15 only exhibit an intense, red-shifted absorption band due to J-aggregation in H2O without addition of salt. The influence of cationic and anionic tensides and other compounds as urea, glucose, and polysaccharides upon the J-aggregation tendency is investigated.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720104
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  • 45
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    Generation and Trapping of TriafulveneFulvene, Fulvalenes, Part 55; Part 54: [1].Short communication: [2]. (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 29-40 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Substituted methylidenecyclopropanes 12a-d, being easily available from 1,1-dibromo-2-(phenylthio)-cyclopropane (9a), are attractive precursors of triafulvene (2-methylidene-1-cyclopropene; 1). Both the sulfoxide 12b and the sulfone 12c react with an excess of alkoxides (t-BuOK and NaOMe) to give 12e and 12f, respectively, while the sulfinyl group of 12b may be replaced by the PhCH2S substituent in the presence of PhCH2SH/t-BuOK. These reactions (Scheme 4) may be explained by assuming 1 as a reactive intermediate, although an alternative sequence including carbene 20 (Scheme 6) is not completely ruled out. D-labelling experiments (Scheme 5) do not give conclusive evidence due to D scrambling, but deprotonation/methylation sequences show that H—C(2) of 12a-c is the most acidic proton. Final evidence for 1 results from the reaction of 12d with cyclopentadienide (Scheme 7): the reaction of 1 with cyclopentadiene produces the expected [4 + 2]-cycloaddition product 23, while some mechanistic insight results from the sequence 12d → 24 → 25.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720105
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  • 46
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    A Nonconcerted Intramolecular Diels-Alder Reaction of Chiral Allenic-Acid Derivatives (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 59-64 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction between the chiral allenic acid (+)-(S)-1 and the carbodiimides 2a-d and the keten-imine 6 gives, under mild conditions, the tricyclic compounds 3-5, 7, and 8. Low diastereoselectivity and a partial loss of optical activity are observed. A stepwise mechanistic pathway via a biradical intermediate is postulated.
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    URL: http://dx.doi.org/10.1002/hlca.19890720108
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  • 47
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    Konkurrenz von Endoperoxid- und Hydroperoxid-Bildung bei der Umsetzung von Singulett-Sauerstoff mit cyclischen, konjugierten Dienen. Teil I (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 51-58 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Competition of Endoperoxide and Hydroperoxide Formation in the Reaction of Singlet Oxygen with Cyclic, Conjugated DienesRose-bengal-sensitized photooxygenation of (-)-(R)-α-phellandrene (1) in MeOH at room temperature yielded a complex mixture of products, contrary to previous reports describing cis-(3S, 6R)-epidioxy-p-menthene (2) and trans-(3R, 6S)-epidioxy-p-menthene (3) as the only products. The mixture was separated by prep. HPLC (silica gel, pentane/Et2O 9:1). Besides the known endoperoxides 2 (yield 39%) and 3 (26%), all those hydroper-oxides, which can be deduced from an ene reaction of 1O2 with 1, were isolated, i.e. 4β-p-mentha-2,5-dien-1β-yl hydroperoxide (4) (14%), 4β-p-mentha-2,5-dien-1α-yl hydroperoxide (5) (9%), (2R, 4R)-p-mentha-1(7), 5-dien-2-yl hydroperoxide (6) (2,1%), (2S, 4R)-p-mentha-1(7),5-dien-2-yl hydroperoxide (7) (1,5%) and (1R)-p-mentha-3,6-dien-yl hydroperoxide (8; 1,5%; Scheme 1). Furthermore, the constant cis/trans ratio for all diastereoisomeric pairs (2/2, 4/2, 6/2) was striking. With the help of the two possible conformers 1a and 1b of the starting material a model of a common first step for endoperoxide as well as for hydroperoxide formation is developed. A photooxygenation at -50° supports this model. The absolute value of the cis/trans ratio changes in the same way for the endoperoxides and the hydroperoxides.
    Additional Material: 2 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720107
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    Versuche zur Synthese von Calicen aus trisubstituierten Cyclopropanen und Cyclopentenon56. Mitt. über Fulvene, Fulvalene; 55. Mitt. [1]: Kurzmitt. (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 41-50 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Attempted Synthesis of Calicene from Trisubstitued Cyclopropanes and CyclopentenoneThe Li carbenoids 4, prepared by treatment of substituted 1,1-dihalocyclopropanes with BuLi, are reacted with cyclopent-2-enone under thermodynamic and kinetic control (Scheme 1). In general, the latter procedure gives better yields of cyclopropylcyclopentenols 5a-e, but the reaction seems to be controlled mainly by the steric and electronic properties of the substituent Y. So, with 4b and 4e, the main reaction is the attack of the carbenoid at C(1) of cyclopent-2-enone, while 4a (Y = PhS) predominantly deprotonates the ketone (Scheme 4). Whereas 5d and 5e can easily be converted to the dihydrocalicenes 6d and 6e (Scheme 6), the attempted elimination of H2O from 5a-c leads to the rearranged products 13-2 due to the opening of the cyclopropane ring (Scheme 5). Finally, the generation of the parent compound 2 from the silylated precursor 6d is attempted: treatment with MeO- gives the addition products 18A/18B, while the reaction with Br2 provides 19 by a bromination/dehydrobromination sequence (Scheme 7).
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    URL: http://dx.doi.org/10.1002/hlca.19890720106
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  • 49
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    Locoselective [4 + 2] Cycloadditions of Vinylindoles with Inverse Electron Demand: A new access of indolyl-substituted and annellated pyridazinesDedicated to Prof. Dr. C. H. Brieskorn (Würzburg, FRG) on the occasion of his 75th birthday (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 65-72 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 2-Vinylindole (1a) and its donor- and acceptor-substituted (E)-derivatives 1b-e react highly locoselectively with dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate (3) to form the novel (indol-2-yl)-1,4-dihydropyridazines 4a and 7 as well as the heterocyclic annellated pyridazines 4b, 5, and 6. The reactions of the structurally related 3-vinylindoles 2a-e with 3 also gave rise to new indol-3-ylpyridazines 8, 9, and 10. The locoselectivities of these Diels-Alder reactions were controlled mainly by steric effects.
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    URL: http://dx.doi.org/10.1002/hlca.19890720109
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  • 50
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    Photochemistry of Thiophen-2(5H)-onesDedicated to Prof. Dr. O. E. Polansky on the occasion of his 70th birthday (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 83-92 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Mechanistic evidence for the light-induced ring opening of thiophen-2(5H)-ones 1 in alcohols affording α, β-unsaturated mercapto esters 2 is presented. Regio-and stereochemical aspects of the ring closure of alkenylthio (type 3) radicals 15 and 17 to S-heterocycles 16 and 18, of 3-thiahex-5-enyl radicals 4 to (tetrahydrothien-3-yl)methyl radicals 6 and of (2,3-dihydrothien-3-yl)methyl radicals 30 (type 7, but-3-enyl radicals) to cyclopropane-methyl radicals 29 are discussed. Irradiation (λ 350 nm) of 1 in cyclohexane in the presence of 2,3-dimethylbut-2-ene affords [2 + 2] cycloadducts 14 albeit in very low yields.
    Additional Material: 1 Tab.
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  • 51
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    Electronic and Molecular Structure of the C8H10+· Valence Isomers 1,3,5-Cyclooctatriene+· and Bicyclo[4.2.0]octa-2,4-diene+· from their Electronic absorption Spectra in Freon (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 73-82 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The molecular cations of 1,3,5-cyclooctatriene (COT+·) and bicyclo[4.2.0]octa-2,4-diene (BCO+·) can be observed intact in γ-irradiated Freon glasses, as opposed to Ar matrices where ionization is accompanied by extensive rearrangements. This proves the superiority of the Freon-glass method for the generation of metastable primary cations. The electronic absorption (EA) spectra reveal a) that a previous analysis of the BCO+· electronic structure on the basis of the ultraviolet photoelectron (UP( spectrum of BCO was incomplete, and b) that COT undergoes planarization upon ionization, in accord with qualitative expectations and MNDO calculations. A previously proposed LCBO model was used to assess the influence of the above geometry change on the electronic structure of COT+·.
    Additional Material: 2 Ill.
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  • 52
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    Cyclization Studies with N-Mannich bases of 2-substituted indoles (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 93-100 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of the indoles 7, 15, 16 with a 3-methoxyphenyl group, attached via an α-side chain of 1,2,or 3 CH2 units, is reported. These compounds, after appropriate protection at C(3), were transformed into the N-[(dimethylamino)methyl]indoles 22, 23, and 24, respectively. When treated with AcCl, these N-Mannich bases gave, in two cases, stable N-(chloromethyl)indoles 25 and 26. In the presence of SnCl4, ring closure occurred via electrophilic attack of 1-methylideneindolium ions on the methoxyphenyl group. Formation of seven-membered rings (→ 27, 28) and eight-membered rings (→ 29) was found to be a favorable process. Cyclization to six-membered rings did not occur within this series.
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    URL: http://dx.doi.org/10.1002/hlca.19890720112
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  • 53
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    Template-Dependent Incorporation of Spin-Labeled Thymidine Analogs into Viral DNA (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 110-116 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of novel pppUd analogs substituted at position C(5) with tethered nitroxide radicals is reported. It is shown that these analogs can serve as good substrates for E. coli DNA polymerase (Pol I) and T-4 DNA polymerase using lambda-phage DNA as template. The template-dependent incorporation of the substrates was established by radio-labeling and ESR experiments.
    Additional Material: 3 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720114
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  • 54
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    Stereoselektive Synthesen von Taxan-Derivaten (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 101-109 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Stereoselective Synthesis of Taxane DerivativesSubstituted racemic 4,8,12-trinortaxanes were prepared stereoselectively in several steps from the dienone 10. A variant of the de Mayo reaction with bicyclononenones 4 and cyclohexen produced the desired configuration at C(8) of the taxane framework. Retro-aldol cleavage of the tetracycle 5 led to the taxane skeleton 6. Stereoselective reduction followed by treatment with base afforded 7b. Hydrolysis of the acetal group and further reduction yielded 9 in which the relative configuration corresponds to the one of the natural products.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720113
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  • 55
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    Asymmetric Diels-Alder reactions: X-Ray crystal-structure analysis of [N-((E)-But-2-enoyl)bornane-10,2-sultam]tetrachlorotitaniumPresented (WO) at the Annual Congress of the Royal Society of Chemistry, Canterbury, April, 1988. (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 123-130 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: An X-ray diffraction analysis of the crystalline complex 2b (MLn — TiCl4) shows a chelation of the carbonyl O-atom and the upper SO2 O-atom by TiCl4, a slightly pyramidal N-atom, and a π -face-stereoselective shielding of the C(α)-Si face by the CH2(3) group. The Ti-atom is in a pseudo-octahedral environment.
    Additional Material: 2 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720116
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  • 56
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    Metal Complexes with Macrocyclic Ligands. Part XXVIIPart XXVI. Cu2+-promoted hydrolysis of carboxylic- and phosphonic-acid esters in the side chain of tetraazamacrocycles (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 131-138 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The X-ray structures of the Cu2+ complexes of 1,4,8,11-tetraazacyclotetradecane derivatives with an ethylpro-pionate and diethylphosphonate group, 5 and 6, respectively, indicate that the metal ion is pentacoordinated by the four N-atoms of the macrocycle and one O-atom. In the case of 5, it is the carbonyl O-atom of the carboxylate group, whereas for 6 it is the phosphonyl O-atom of the phosphonate group. The hydrolysis kinetics of the functional group in the Cu2+ complexes with the 1,4,8,11-tetraazacyclotetradecanes 3-6 have been measured by pH-stat and stopped-flow techniques. The rate law for the hydrolysis of the carboxylates 3-5 is proportional to the complex concentration and to [OH-] up to pH 13, whereas that of the phosphonate 6 is proportional to [OH-] up to pH 11.5, becoming independent of [OH-] at pH 〉 11.5. The mechanisms of these two reactions are discussed, considering the possibility of an intra- or an intermolecular OH- attack and the results of the X-ray structure analyses.
    Additional Material: 5 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720117
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  • 57
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    A New Method for the Preparation of (E)-3-Acylprop-2-enoic AcidsPresented in part at the autumn meeting of the Swiss Chemical Society in Bern on October 21, 1988.Dedicated to Prof. R. E. Ireland on the occasion of his 60th birthday (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 117-122 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A new method for the preparation of (E)-3-acylprop-2-enoic acids ( = (E)-3-acylacrylic acids) of type II via acid-catalyzed isomerization of the corresponding 3-acylprop-2-ynal acetals of type I (Scheme 1) has been found. The described reaction gives a rapid and quite general access to these compounds known to exhibit a number of interesting biological activities. Some studies toward the elucidation of the reaction mechanism have been made, and a hypothetical mechanism is proposed.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720115
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  • 58
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    6-Thia-1-aza-5λ5-phosphabicyclo[3.2.0]hept-3-ene und Isothiocyanatophosphin-sulfide aus (Methylidenamino)phosphinen, Schwefelkohlenstoff und Acetylen- oder Ethylen-Derivaten (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 139-146 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 6-Thia-l-aza-5λ5-phosphabicyclo[3.2.0]hept-3-enes and Isothiocyanatophosphine-sulfides from (Methylidenamino)phosphines, Carbon Disulfide, and Acetylene- or Ethylene Derivatives(Methylidenamino)phosphines react with carbon disulfide to 1,3,2-thiazaphosphete derivatives 2. Acetylenedicarboxylates give with 2 6-thia-l-aza-5λ5-phosphabicyclo[3.2.0]hept-3-enes 4a, b, and acrylates yield isothio-cyanatophosphin-sulfides 5a-c. The structures of 4a and 5a are proven by an X-ray diffraction analysis.
    Additional Material: 2 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720118
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  • 59
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    C45 und C50-Carotinoide. 6. Mitteilung5. Mitteilung, s. [1]. Synthese eines optisch aktiven cyclischen C20-Bausteins und von Decaprenoxanthin (= (2R, 6R, 2′R, 6′R)-2,2′-Bis(4-hydroxy-3-methylbut-2-enyl)-∊, ∊-carotin) (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 151-157 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: C45- and C50-Carotenoids: Synthesis of an Optically Active Cyclic C20-Building Block and of Decaprenoxanthin ( = (2R, 6R, 2′R, 6′R)-2,2′-Bis(4-hydroxy-3-methylbut-2-enyl)-∊, ∊-carotene)The synthesis of the optically active cyclic C20-building block (R, R)-15 and of the optically active C50-carotenoid (2R, 6R, 2′R, 6′R)-decaprenoxanthin (1) starting from (-)-β-pinene ((S)-2) is reported.
    Additional Material: 2 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720120
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  • 60
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    Formation of the First Trimeric Monoterpenoid Indole Alkaloids (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 147-150 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Under O2, the Aspidosperma alkaloid tabersonine (1) was converted by a crude enzyme preparation from leaves of mature plants of Catharanthus roseus G DON into the trimeric 3-hydroxy-14′-(3α″-tabersonyl)voafrine B (4) which was easily reduced by NaBH4 to 14′-(3α″-tabersonyl)voafrine B ( = tertabersonine; 5). Compounds such as 4 and 5 are the first trimeric alkaloids in the series of monoterpenoid indole alkaloids.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720119
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  • 61
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    Polynuclear Iron and Rhodium Complexes of 7-Oxa[2.2.1]hericene (2,3,5,6-tetramethylidenebicyclo[2.2.1]heptan-7-one) (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 158-164 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: μ-Carbonyl(Rh—Rh)di(η5-indenyl)[(2R,3S)-C,2,3,C-η-(2,3,4,5-tetramethylidenebicyclo[2.2.1]heptan-7-one)]]-dirhodium(I)(Rh—Rh) (7) and cis-μ-[(2R,3S,5R,6S))-C,2,3,C-η:C,5,6,C-η-(2,3,5,6-tetramethylidenebicyclo[2.2.1]heptan-7-one)]bis[μ-carbonyldi(η5-indenyl)dirhodium(I)(Rh—Rh)] (8) have been prepared. Complex 7 reacts with Fe2(CO)9 in hexane/MeOH and gives cis-μ-[(2R,3S,5R,6S] (9), trans-μ-[(2R,3S,5S,6R)-C,2,3,C-η: C,5,6, C-η-(2,3,5,6-tetramethylidenebicyclo[2.2.1]heptan-7-one)-μ-carbonyldi(η5-indenyl)dirhodium(I)(Rh—Rh)-(tricarbonyliron) (10), and, μ-carbonyl(Rh—Rh)[(2R,3S)-C,2,3,C-η-(2,3-dimethyl-5,6-dimethylidenebicyclo-[2.2.1]hept-2-en-7-one)]di(η5-indenyl)dirhodium(I)(Rh—Rh) (11). Treatment of 7-oxa[2.2.1]hericene (4) with Fe2(CO)9 or (cyclooctene)2Fe(CO)3 gave a 1:2 mixture of cis-μ-[(2R,3S,5R,6S)-] (12) and trans-μ-[(2R,3S,5S,6R)-C,2,3,C-η:C,5,6,C-η-(2,3,5,6-tetramethylidenebicyclo[2.2.1]heptan-7-one)]bis(tricarbonyliron)(13).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720121
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    Eine neue Aminoazirin-Reaktion. Bildung von 3,6-Dihydropyrazin-2(1H)-onen (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 172-179 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A New Aminoazirine Reaction. Formation of 3,6-Dihydropyrazin-2(1H)-onesThe reaction of 3-(dimethylamino)-2H-azirines 1 and 2-(trifluoromethyl)-1,3-oxazol-5(2H)-ones 5 in MeCN or THF at 50-80° leads to 5-(dimethylamino)-3,6-dihydropyrazin-2(1H)-ones 6 (Scheme 3). Reaction mechanisms for the formation of 6 are discussed: either the oxazolones 5 react as CH-acidic heterocycles with 1 (Scheme 4), or the azirines 1 undergo a nucleophilic attack onto the carbonyl group of 5 (Scheme 6). The reaction via intermediate formation of N-(trifluoroacetyl)dipeptide amide 8 (Scheme 5) is excluded.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720123
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    Synthesis of the Oviposition-Deterring Pheromone (ODP) in Rhagoletis cerasi L. Preliminary communication (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 165-171 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: For the assignment of the configuration at C(8) and C(15) of the natural oviposition-deterring pheromone 1 in Rhagoletis cerasi L., the four possible stereoisomers of 1 are synthesized. By condensing the C6 building blocks (5R)-4 and (5S)-4 with the boron enolates of the C10 building blocks (4S)-13 and (4R)-13, followed by decarboxylative dehydration, all stereoisomers of 16 are available (Scheme 5). Glucosylation of 16 followed by formation of the taurin amide gives, after deprotection, the four stereoisomers (8R,15S)-1, (8R,15R)-1, (8R,15S)-1, and (8S,15S)-1 (Scheme 6).
    Additional Material: 1 Tab.
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    URL: http://dx.doi.org/10.1002/hlca.19890720122
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    Mitteilungen (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 185-192 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720125
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  • 65
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    New Spermine Alkaloids from Aphelandra tetragona (VAHL) NEESDedicated to Prof. Dr. D. Gröger on the occasion of his 60th birthday (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 180-184 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 18-O-Methylchaenorpine (1a) and iso-18-O-methylchaenorpine (1b) two novel stereoisomeric spermine alkaloids were isolated from the roots of Aphelandra tetragona (VAHL) NEES. Their structures were established by chemical and spectroscopic studies.
    Additional Material: 2 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720124
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    Masthead (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989) 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720201
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    1,5,7-Triazabicyclo[4.4.0]dec-5-en als Reaktionsmedium: Präparativ ergiebige einstufige Herstellung von Etioporphyrin aus Protoporphyrin (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 185-195 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1,5,7-Triazabicyclo[4.4.0]dec-5-ene as Reaction Medium: An Efficient One-Step Formation of Etioporphyrine from ProtoporphyrineHeating the commercially available protoporphyrine (4) in molten 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) at 200° for 4 h under exclusion of O2 produces etioporphyrine (6) in 60-70% yield by bisdecarboxylation and concomitant reduction of the two vinyl groups. Mesoporphyrine (5) is bisdecarboxylated to 6 in over 80% yield under these conditions in TBD as well as in DBU as the reaction medium.
    Additional Material: 7 Ill.
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    The Chemistry of Thujone. Part XIV.Part XIII [1]. Synthesis of biologically active aryl terpenoid analogues (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 205-212 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Employing thujone-derived intermediates, a series of achiral (9a-d; Scheme 1) and chiral (11b and 11d; Scheme 2) terpene analogues related to the biologically active ‘terpenoid’ hybrids have been prepared. The stereochemistry of the key epoxidation reaction was established by correlation of the product 11b with the previously reported alcohol (R)-20 of known absolute configuration (Scheme 3).
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  • 69
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    Vinyl Carbanions. Part 36.Part 35: [9]. Synthesis of 3-deoxy-D-manno-2-octulosonic acid (KDO) and derivatives (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 213-223 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The β-C-lithiated acrylamide 3A has been proven to be an ideal pyruvate β-carbanion equivalent useful in a highly diastereoselective KDO synthesis. The starting material 3 was prepared from pyruvate diethyl acetal in four convenient steps. Direct lithiation with 2 equiv. of LDA generated the dilithiated species 3A quantitatively. Reaction with 2,3:4,5-di-O-isopropylidene-D-arabinose (11) was highly D-manno-selective. The product 12 was obtained readily from the reaction mixture via crystallization. Ring closure to the butenolide 13, subsequent PhS-group removal with Bu3SnH and pyridinium bromide, and hydrogenolytic debenzylation afforded the known butenolide 19; this KDO precursor gives KDO in two convenient steps. Butenolide 19 was also transformed via two high-yielding steps into the 4,5:7,8-di-O-cyclohexylidene-KDO derivative 22, a valuable starting material for KDO α-glycoside syntheses.
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  • 70
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    Colchicine models: Synthesis and Antitubulin Activity of 2′-Monosubstituted and 2′, 5-Disubstituted 2,3,4,4′-Tetramethoxy-1,1′-biphenyls. Synthesis of 4,4′, 5′, 6′-tetramethoxy-1,1′-biphenyl-2,3′-dicarboxylic acidThis paper is dedicated to our friend and colleague Dr. Tetsuji Kametani, Hoshi College of Pharmacy, Tokyo, Japan, who died on October 11, 1988 (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 196-204 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reductive amination of 2,3,4,4′-tetramethoxtybiphenyl-2-carbaldehyde (4) with MeNH2 afforded methylamine 5 (Scheme 1), Hydroxymethylation of amine 8, prepared similarly from 4 by reductive amination with benzylamine followed by N-methylation, afforded alcohol 12 which was converted the 5-methyl-substituted methylamine 14 by conventional chemical reactions (Scheme 2), Methylamine 14 was also obtained from ester 16 after hydroxymethylation to alcohol 17 and conventional manipulation of alcohol and ester functions (Scheme 2). Both amines 5 and 14 as well as the 2′, 5-dimethyl-substituted biphenyl 26 prepared from the dialdehyde 25 by a Wolff-Kishner reduction, did not show noteworthy activity in the tubulin binding assay or as inhibitors of tubulin polymerization (Table). However, the 2′ethyl-substituted biphebyl 11 prepared from 4 by reaction with MeLi followed by dehyderation and catalytic reduction of styrene 10 (Scheme 1) showed appreciable activity in both assays, coming close to that of known phenyltropolone models. The X-ray analysis of 14·HCl and 11 showed significant difference in the orientation of the rings with respect to one another (Fig.).
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    Biosynthesis of Homoterpenes in Higher Plants (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 247-253 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: In higher plants, the two homoterpenes 4,8-dimethyinona-1,3,7-triene (1) and 4,8,12-trimethyltrideca-1,3,7,11-tetraene (2) are synthesized from the regular terpene alcohols nerolidol and geranyllinalool by fragmentation into the homoterpene and butenone. The biosynthetic pathway is evidenced by conversion of (2H)nerolidol in Hoya purpureo-fusca, Magnolia liliiflora nigra, Robinia pseudoacacia, and Philadelphus coronarius.
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    URL: http://dx.doi.org/10.1002/hlca.19890720208
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  • 72
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    Sphinxolide, a 26-Membered Antitumoral Macrolide Isolated from an Unidentified Pacific Nudibranch (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 237-246 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: It is shown that an unidentified nudibranch of Hawaiian waters contains a 26-membered macrolide, sphinxolide ((-)-1) with potent activity against the KB cell line. The structure of sphinxolide, a 2:1 mixture of (E/Z)-isomers at the formamide moiety, is established to be (-)-1 on the basis of extensive NMR and FAB-MS analysis, in combination with data for the products of mono- (→(-)-2) and diacetylation (→(+)-3).
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  • 73
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    Synthesis of Aristotelia-Type Alkaloids.Part III: [1]. Part IV. Synthesis of (±)-aristoserratineDedicated to Prof. D. Arigoni on the occasion of his 60th birthday (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 254-263 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A convergent diastereoselective synthesis of racemic aristoserratine ((±)-24) via an intramolecular iminium-ion cyclization is described. The pivotal imine (±)-19 was prepared by condensation of the two building blocks (± )-trans-8-amino-3-(2,6-difluorobenzyloxy)-1-p-menthene ((±)-11) and N-(p-methoxybenzenesulfonyl)-3-indo-leacetaldehyde (18) which were synthesized from (±)-trans-1-p-menthene-3,8-diol ((±)-7) and 3-indoleacetic acid, respectively. On the route to the target (±)-24, two previously unknown indole alkaloids have been characterized, namely (±)-‘anti’-hobartin-15-ol ((±)-22) and (±)-‘anti’-aristotelin-15-ol ((±)-23).
    Additional Material: 1 Tab.
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    URL: http://dx.doi.org/10.1002/hlca.19890720209
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    Syntheses of α, β-Epoxy Silyl Ketones (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 264-270 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of the α, β-epoxy-acylsilanes 1 and 2 starting from the allylic silyl alcohols (E)- and (Z)-3, respectively, by epoxidation with t-BuOOH/VO(acac)2 followed by oxidation with Collins reagent (CrO3/pyridine) in up to 70% overall yields, is described. The acid-catalyzed rearrangement of the epoxy-silyl alcohols 4A + B und 5A + B led to the novel unstable diastereoisomeric α-silyl-β-hydroxy-aldehydes 9 and 10, respectively. The structure of 10 was established by X-ray crystal-structure analysis of the corresponding alcohol 11.
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    URL: http://dx.doi.org/10.1002/hlca.19890720210
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    Spectroscopic Studies of Cyclometallated Pd(II) and Pt(II) Complexes: Optical absorption and emission of single crystals of [Pd(thpy)2] and [Pt(thpy)2] (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 224-236 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The polarized optical absorption and emission (spectra, decay times) of single crystals of [Pd(thpy)2] and [Pt(thpy)2] (thpy ≡ C(3′)-deprotonated form of 2-(2-thienyl)pyridine) at temperatures 1.9 K ≤ T ≤ 80 K are reported. The emission of [Pt(thpy)2] can be influenced strongly by applied magnetic fields (0 ≤ H ≤ 6 T). Depending on the central ions Pd and Pt, the lowest excited electronic states of the single complexes are ligand-centered (LC) states and metal-to-ligand charge transfer (MLCT) states, respectively. This difference leads to distinctly dissimilar properties of the emission of both compounds. The experimental data show that the emission of single crystals of [Pd(thpy)2] and [Pt(thpy)2] at T ≤ 30 K originates from several types of traps (defect states of symmetry 3B2-stabilized below the exciton band) with LC and MLCT character, respectively. In the Pt compound, the 3B2 is split by spin-orbit coupling into three states. The states B1′ and A2′, which determine the emission properties, are separated by Δv ∼ 13 cm-1. Both states can mix under the influence of an applied magnetic field yielding an increase of the emission intensity by a factor of ∼ 1.5 at H = 6 T.
    Additional Material: 14 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720206
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    Total Synthesis of L-Allose, L-Talose, and derivatives.Enantiomerically pure 7-oxabicyclo[2.2.1]hept-5-en-2-yl derivatives (‘naked sugars’ [2]) as synthetic intermediates, Part IV. Part III, see [1]. (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 278-286 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: (1S, 4R, 5S, 6S)-5-exo, 6-exo-(Isopropylidenedioxy)-7-oxabicyclo[2.2.1]heptan-2-one ((-)-1) was transformed with high stereoselectivity to L-allose. Similarly, enantiomer (+)-1 was transformed into L-talose. The ketones (+)-1 and (-)-1 were derived from furan and 1-cyanovinyl (1S)-camphanate and 1-cyanovinyl (1R)-camphanate, respectively.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720212
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  • 77
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    Highly Stereoselective Total Syntheses of 2,5-Anhydro-4-deoxy-D-ribo-hexonic Acid and of (1S)-1-C-(6-amino-7H-purin-8-yl)-1,4-anhydro-3-deoxy-D-erythro-pentitol (= cordycepin C)Enantiomerically pure 7-oxabicyclo[2.2.1]hept-5-en-2-yl derivatives (‘naked sugars’) as synthetic intermediates, Part V. Part III: [1]. Part IV: [2].Part of the planned Ph. D. thesis of F. G., University of Lausanne.Dedicated to Prof. Hans Dahn on the occasion of his 70th birthday (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 271-277 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Highly regio- and stereoselective monohydroxylation of the C=C bond of (+)-7-oxabicyclo[2.2.1]hept-5-en-2-one (8) was achieved via LiAlH4 reduction of the corresponding 5,6-exo-epoxy dimethyl acetal 9. The reaction gave exclusively (-)-(1R, 2R, 4S)-6,6-dimethoxy-7-oxabicyclo[2.2.1]heptan-2-exo-ol (10) which was transformed into 2,5-anhydro-3-O-benzyl-4-deoxy-D-ribo-hexonic acid (15) and 2,5-anhydro-4-deoxy-D-ribo-hexonic acid (6) via ozonolysis of (-)-(1R, 4S, 6R)-6-exo-benzyloxy-2-{[(tert-butyl)dimethylsilyl]oxy}-7-oxabicyclo[2.2.1]hept-2-ene (14). Cordycepin C (5) was derived from 6 and 4,5,6-triaminopyrimidine using CsF/DMF to generate the adenine heterocycle.
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    URL: http://dx.doi.org/10.1002/hlca.19890720211
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    Die absolute Konfiguration der Iridale und Cycloiridale unterschiedlicher HerkunftDr. G. Ohloff zum 65. Geburtstag mit den besten Wünschen gewidmet (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 287-294 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The Absolute Configuration of Iridals and Cycloiridals of Different OriginNatural irones are known to occur in enantiomeric forms within Iris oils of different origin. They are formed by oxidative degradation of the cycloiridals (C31-triterpenoids) found in rhizomes of various Iris species. The absolute configuration of iridals from different varieties is determined by ozonolysis of the triterpenoids and comparison of their degradation products with authentic samples of known configuration. It is shown that the initial cyclization of squalene resulting in the formation of a monocyclic seco-ring-A iridal has the same stereo-chemical course throughout all Iris species studied. The subsequent cyclization of the homofarnesyl side chain of the iridals, however, produces cycloiridals with enantiomeric irone moieties within different subspecies of the sword lilies.
    Additional Material: 1 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720213
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    Metal Complexes with Macrocyclic Ligands. Part XXVIII.Part XXVII: [1]. Structures and stabilities of the Cu2+ complexes with 1,4,7-triazacyclononane-1-acetic acid (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 307-312 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The potentiometric study of the complexation of 1,4,7-triazacyclononane-l-acetic acid (1) with Cu2+ (I = 0.5 (KNO3), T = 25°) indicates the presence of the species [Cu(1)], [Cu(1)OH], [Cu(1)2], and [(Cu(1))2OH], the stability constants of which are determined. The two complexes [Cu(1)]ClO4 and [(Cu(1)2)OH]ClO4 were also characterized by X-ray structure analysis. In both cases, the Cu2+ ion is in a distorted square-pyramidal arrangement, penta-coordinated by the three N-atoms of the macrocycle, an O-atom of the carboxylate, and an additional O-atom either from a second carboxylate or from an OH-, acting as a bridge between two metal centres.
    Additional Material: 3 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720215
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    Metal Complexes with Macrocyclic Ligands. Part XXIX.Part XXVIII: [1]. Structural and kinetic studies of two isomeric Cu2+ complexes with 1,4-dimethyl-8-[2-(2-pyridyl)ethyl]-1,4,8,11-tetraazacyclotetradecane (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 313-319 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis and complexation properties of 1,4-dimethyl-8-[2-(2-pyridyl)ethyl]-1,4,8,11-tetraazacyclotetra-decane (2) are described. This ligand forms with Cu2+ two complexes, one of which has been characterized by X-ray structure analysis. The structural, spectral, and kinetic studies indicate that the two Cu2+ complexes are isomers with the macrocycle in the trans-III and trans-I configuration. The rate of the interconversion of the trans-I isomer to the thermodynamically more stable trans-III species is proportional to [OH-]. A mechanism for this reaction is proposed.
    Additional Material: 2 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720216
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    Stereochemical Criteria Providing Unambiguous Experimental Evidence for the intermediacy of ion/molecule complexes in the generation of enolates from gaseous alkoxides. Short communicationDedicated to Prof. Josef Seibl on the occasion of his 65th birthday (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 320-322 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The epimeric alkoxides 6a and 6b, generated in the gas phase by deprotonation of the stereospecifically deuterated isoborneols 5a and 5b, undergo loss of H2 and HD in a 1:1 ratio. This result, ruling out a concerted one-step process, establishes the intermediacy of an ion/molecular complex (‘solvated’ hydride ion) in the course of formation of enolates from the alkoxide anions in the gas phase.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720217
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    Neue Dimethinmerocyanin-Farbstoffe mit der (Sulfobutyl)benzothiazol-Gruppe als Donor-Teilchromophor und deren Aggregationsverhalten in wässriger Lösung (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 295-306 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Novel Dimethinemerocyanine Dyes with the (Sulfobutyl)benzothiazole Group as Donor Part of the Chromophor and their Aggregation Tendency in Aqueous SolutionA series of novel dimethinemerocyanine dyes with the (sulfobutyl)benzothiazole group as the donor part of the chromophor is synthesized in good yield and their aggregation tendency in H2O without addition of salt investigated. The merocyanine dye 2b only gives J-aggregation in H2O. The dyes 1a-f and 2a exhibit an intense, red-shifted absorption band due to J-aggregation in H2O in the presence of Me4NCl. In contrast, the dyes 1g and 2c-f show a slightly red-shifted absorption band. The degree of aggregation in H2O is investigated by ultracentrifugation of the representative 2e. Indeed, the slightly red-shifted absorption band in H2O is due to aggregation of ‘oligomers’ of the dye. Contrary to the aggregation of ‘polymers’ of dyes (J-aggregation), we suggest the term ‘K’ band for the slightly red-shifted absorption band. The hemicyanine dye 5 gives the same absorption band in MeOH and in MeOH/H2O 1:3. The dye 11 shows an absorption band in H2O that is probably blue-shifted because of negative solvatochromism. The merocyanine dye 13 gives H-aggregation in H2O.
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    URL: http://dx.doi.org/10.1002/hlca.19890720214
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    Models for Copper-Dioxygen Complexes: The chemistry of copper(II) with some planar tridentate nitrogen ligands (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 323-337 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The solution chemistry of Cu(II) with a series of five planar tridentate nitrogen ligands, 2,6-bis(benzimidazol-2-yl)pyridine (bzimpy, 1), 2,6-bis(l-methylbenzimidazol-2-yl)pyridine (mbzimpy, 2) 2,6-bis(benzothiazol-2-yl) pyridine (bzthpy, 3), 2,6-bis(benzoxazol-2-yl)pyridine (bzoxpy, 4), and 2,2′, 6′, 2″-terpyridyl (terpy, 5) is reported. Electronic and EPR spectra are consistent with the complexes [CuL]2+ having essentially tetragonal structure in solution, with the fourth coordination site in the plane of the ligand occupied by solvent. bzthpy and bzoxpy show smaller ligand-field splittings than bzimpy, mbzimpy, and terpy, and are easily decomplexed from the copper. Substitution of the coordinated solvent molecule in the plane of the ligand is observed with Cl- and OH- (provided that the ligand has no acidic protons) for all ligands except terpy. The reaction between [Cu(mbzimpy)]2+ and imidazole has been studied by potentiometric titration in MeCN/H2O 1:1 and shows strong binding of the imidazole in the plane (log K = 4.5 at 25°), and also the formation of an imidazolate-bridged dinuclear species.
    Additional Material: 3 Ill.
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    URL: http://dx.doi.org/10.1002/hlca.19890720218
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    Synthesis of (-)-Conduritol C (1L-Cyclohex-5-ene-1,2,3/4-tetrol)Enantiomerically pure 7-oxabicyclo[2.2.1]hept-5en-2-yl derivatives (‘naked sugars’ [1]) as synthetic intermediates, Part VI; Part V:[2]. (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 338-347 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: (1R, 2R, 4R)-2-endo-Cyano-7-oxabicyclo[2.2.1]hept-5-en-2-yl acetate ((-)-7) has been transformed into the all-cis-configurated 4L-4,5,6/0-trihydroxycyclohex-2-en-1-one derivatives (-)-12 and (-)-19. (-)-Conduritol C ((-)-3) was derived in a stereospecific manner from (-)-12.
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    URL: http://dx.doi.org/10.1002/hlca.19890720219
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    Diels-Alder-Reaktionen mit 3-Cyclopropylidenprop-1-enyl-ethyl-ether als 1,3-Dien (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 348-352 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Diels-Alder Reactions with 3-Cyclopropylideneprop-1-enyl Ethyl Ether as 1,3-DieneThe title compound undergoes readily Diels-Alder reactions with various dienophiles, especially with quinones. The resulting adducts constitute key intermediates in the synthesis of labdane diterpenoids.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720220
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  • 86
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    Synthese von (+)-Abscisinsäure (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 361-364 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis of (+)-Abscisic Acid.Starting from (4S)-4-hydroxy-2,6,6-trimethylcyclohex-2-enone (2), a short synthesis of the natural (+)-abscisic acid ((+)-1) has been accomplished.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720222
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  • 87
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    Ein neuer Zugang zu 2,6,6-Trimethylcyclohexa-2,4-dienon aus 4-Oxoisophoron (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 365-369 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A New Access to 2,6,6-Trimethylcyclohexa-2,4-dienone from 4-Oxoisophorone2,6,6-Trimethylcyclohexa-2,4-dienone (1), a versatile starting material for the preparation of some carotenoids and several natural products, was efficiently (73% yield) prepared from oxoisophorone 3. After conversion of 3 to the alcohol 4 or the acetate 5, H2O was eliminated (4→1) under acidic distillative conditions, whereas AcOH could be eliminated (5→l) under Pd(O) catalysis.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720223
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  • 88
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    Neue Zugänge zu einigen aromatischen Retinoiden (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 370-376 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: New Approaches to Some Aromatic RetinoidsStarting from 2,3,5-trimethylphenol (2), two pathways to ethyl (all-E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoate (1) and to some of its (Z)-isomers have been developed. The first one is based on a Pd(O)-catalyzed arylation of (Z)-3-methylpent-2-en-4-yn-l-ol (6) with 4-bromo-2,3,5-trimethylanisol (5). The acetylenic C15-alcohol 9 was transformed into the corresponding acetylenic phosphonium salt 10, which was catalytically hydrogenated to the olefinic Wittig salt. Wittig olefination led, then, to the (6Z, 8Z)- and (4Z, 6Z, 8Z)-isomers, 7 and 8, respectively. In a second approach, Friedel-Crafts reaction of 3-methylpent-l-en-4-yn-3-ol with the 2,3,5-trimethylanisol gave a C15-intermediate with a terminal C=C bond in the side chain. After deprotonation and reaction with a C5 aldehyd, the corresponding C20-intermediate could be isolated in high yield. Finally, further conversion led predominantly to the (all-E)-retinoid, accompanied by its (9Z)- and (13Z)-isomers.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720224
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  • 89
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    Synthesis of Gossypol AnaloguesDedicated to the memory of Professor Dr. Pierre Crabbé (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 353-360 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Two gossypol analogues 2a and 2b were synthesized for biological evaluation as male contraceptive agents. The naphthol 8c was prepared by analogy with a known procedure starling from 3-isopropylcatechol (3). (t-Bu)2O2-Mediated phenolic coupling of 8c furnished the binaphthol 9c which, after pyrane ring closure, deprotection. and selective bisformylation with SnCl4/Cl2CHOCH3, gave the target compound 2a. The corresponding tetrahydroxy analogue 2b was prepared in a similar way.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720221
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  • 90
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    Cyclometalated Compounds of Platinum(II) with two different C, N-aromatic ligands (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 377-382 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A synthetic route leading to bis-heteroleptic cyclometalated complexes is described. The complexes [2-(2′-thienyl)pyridinato-N, C-3′]{2-[3′-(trimethylsilyl)2′-thienyl]pyridinato-N, C3′}platinum(II) ([Pt(thpy) (TMS-thpy)]; I) and (l-phenylpyrazolato-N2, C2′)[2-(2′-thienyl)pyridinato-N, C3′]platinum ([Pt(Phpz)(thpy)]; II) are characterized by UV/VIS, NMR, and mass spectroscopy. Thermal and photochemical oxidative addition reactions yield two out of the 10 possible pairs of enantiomers of octahedral Pt(IV) compounds.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720225
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  • 91
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    Masthead (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989) 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720301
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  • 92
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    Mitteilungen (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 401-402 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720228
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  • 93
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    The Radical Cations of Bicyclo[2.2.1]hepta-2,5-diene (8,9,10-Trinorborna-2,5-diene) and bicyclo[2.2.2]octa-2,5-diene (2,3-Dihydrobarrelene). An ESR and ENDOR studyPart 5 of ‘Applications of ENDOR Spectroscopy to Radical cations in Freon matrices’. Part-4: [1]. (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 383-390 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The radical cation of bicyclo[2-2.1]hepta-2,5-diene (8,9,10-trinorborna-2,5-diene; 1) in CF2ClCFCl2, and CF3CCl3 matrices and that of bicyclo[2.2.2]octa-2,5-diene (2,3-dihydrobarrelene; 2) in CFCl3 and CF3CCl3 matrices have been studied by ESR and ENDOR spectroscopy. For \documentclass{article}\pagestyle{empty}\begin{document}${\bf 1}^{+ \atop \dot{}}$\end{document}, the coupling constants of the olefinic, methano-bridge, and bridgehead protons are -0.780 ±0.005, +0.304±0.002, and -0.049±0.002 mT, respectively. The hyperfine tensor for the methano-bridge protons is axial, Ax = +0.263 ± 0.002 and Ay = +0.386 ± 0.002 mT, while that for the olefinic protons is orthorhombic, Ax = -0.594 ± 0.005, Ay= -0.913 ± 0.005, and Az = -0.834 ± 0.005 mT (x parallel to C—H- z parallel to 2pπ axis). For \documentclass{article}\pagestyle{empty}\begin{document}${\bf 2}^{+ \atop \dot{}}$\end{document}, the coupling constants of the olefinic, ethano-bridge, and bridgehead protons are -0.68 ± 0.01, +0.162 ± 0.005, and -0.108 ± 0.005 mT, respectively. The hyperfine data for \documentclass{article}\pagestyle{empty}\begin{document}${\bf 1}^{+ \atop \dot{}}$\end{document} and \documentclass{article}\pagestyle{empty}\begin{document}${\bf 2}^{+ \atop \dot{}}$\end{document} fully support the presentation of their singly occupied orbitals as antisymmetric combinations, b2(π), of the two bonding ethene π-MO's.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720226
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  • 94
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    The Allylic Oxidation of Geraniol Catalyzed by Cytochrome P-450Cath., Proceeding with retention of configurationPresented in part at the ‘22nd Reaction Mechanisms Conference’, Pittsburgh, 12.6-16.6.88, at the ‘6th International Conference on Biochemistry and Biophysics of Cytochrome P-450’, Vienna, 3.7.-8.7.88, and at the meeting on the ‘Biocatalytic synthesis of Organic Compounds’, Saratoga Springs, NY, 8.-12.8.88.Dedicated to Prof. D. Arigoni on the occasion of his 60th birthday (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 391-400 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Incubation of the geraniols (R)-(8-2H1)[8-3H1]-1 and (S)-(8-2H1)[8-3H1]-1 with microsomal cytochrome P-450Cath. from the subtropical plant Catharanthus roseus (L.)G. DON resulted in the formation of the chiral 8-hydroxygeraniols (S)-(8-2H1)[8-3H1]-2 and (R)-(8-2H1)[8-3H1]-2. Their absolute configuration was assigned on the basis of the 1H-decoupled 3H-NMR Spectra of the corresponding dicamphanates (S)-(8-2H1)[8-3H1]-9 and (R)-(8-2H1)[8-3H1]-9, of which the configurations are established in relation to the synthetic reference samples. The results clearly indicate retention of configuration during the allylic oxidation of 1.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720227
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  • 95
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    Elektrochemische Decarboxylierung von L.-Threonin- und Oligopeptid-Derivaten unter Bildung von N-Acyl-N, O-acetalen: Herstellung von Oligopeptiden mit Carboxamid-oder Phosphonat-C-TerminusTeilweise in einer Kurzmitteilung erwähnt (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 401-425 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Electrochemical Decarboxylation of L-Threonine and Oligopeptide Derivatives with Formation of N-Acyl-N, O-acetals: Preparation of Oligopeptides with Amide or Phophonate C-TerminusDerivatives of α-amino acids with two stereogenic centers (cf. L-threonine) and of di-, tri-, and tetrapeptides are electrolyzed in MeOH or AcOH, with formation of N-acyl-N, O-acetals (1b-15b, 20b), in an anodic oxidative substitution of the COOH by an OR group. The amine ends of the oligopeptides may be benzyloxycarbonyl(Z)- or (tert-butoxy)carbonyl(Boc)-protected. With unprotected dipeptides, an electrolytic decarboxylative cyclization to imidazolidinones (18c, 19c) may also occur (in H2O/NH4OAc). The electrolyses are carried out in simple flasks with cooling jackets (‘undivided cell’), using constant current conditions and anodes of Pt or glassy C. The electrolyte is generated in situ by adding 10-20 mol-% of a tertiary amine. Mild acidic hydrolysis of electrolysis products thus obtained may lead to amino-acid amides or peptide amides (10c, 11c, 12c, 17c) with one amino acid less than the starting material. The N, O-acetals from L-threonine and the oligopeptides also react with organometallic nucleophiles such as Grignard compounds (→21-26, 29), with formation of products in which the original COOH group has been replaced by alkyl or allyl (sometimes even with moderate stereoselectivity). By treatment of the peptide-derived (open-chain) N, O-acetals with trialkyl or triaryl phosphites/TiCl4 the RO group is replaced by a phosphodiester group in a (non-diastereoselective) Michaelis-Arbuzov-type reaction (1d, 1e, 2d-9d, 5e). Thus, the two-step sequence of electrolysis and phosphonation converts an oligopeptide derivative to an analogue with a phosphonic-acid end group. The diastereoisomeric N-protected dimethyl and diethyl dipeptidephosphonates (also prepared from the corresponding diaryl esters by Ti(OR)4-mediated transesterification) could be separated by preparative HPLC (SiO2, Lichrosorb Si 60, 10 μm); the dextrorotatory isomers of 1d-3d were assigned L, D-, the laevoratory ones L, L-configuration by hydrolysis to and identification of the known amino and aminophosphonic acids. The results described demonstrate a new simple route leading, from a given oligopeptide, to pure peptide analogues of known configuration.
    Notes: No abstract.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720302
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  • 96
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    Acid-Catalyzed Cyclization Reactions of Substituted Acetylenic Ketones: A new Approach for the Synthesis of 3-Halofurans, Flavones, and StyrylchromonesPresented in part at the autumn meeting of the Swiss Chemical Society in Bern on October 21, 1988. (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 447-456 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Acetylenic acetals of type I (Scheme 1) and acetylenic ketones of type III (Scheme 1), 37 and 38 (Scheme 7) are versatile synthetic precursors for the synthesis of various heterocycles by acid-catalyzed cyclization reactions. By this way, substituted 3-halofurans of type II and IV (Scheme 1) and flavones and styrylchromones (Scheme 7) can be synthesized in good-to-excellent yields. The high degree of regioselectivity in the synthesis of the 3-halofurans (Scheme 4) is the result of the regioselective β-addition of HX (X = Cl, Br, I) to the acetylenic aldehyde and acetylenic ketone moieties. A possible mechanism is depicted in Scheme 5. Since 3-halofurans can easily be metalated and substituted, this approach constitutes a new synthesis of highly substituted furans.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720305
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  • 97
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    Stoffwechselprodukte von Mikroorganismen. 253. Mitteilung252, Mitteilung. Hormaomycin, ein neues Peptid-lacton mit morphogener Aktivität auf Streptomyceten (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 426-437 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Hormaomycin, a Novel Peptide Lactone with Morphogenetic Activity on StreptomycesA culture identified as Streptomyces griseoflavus (strain W-384) has been found to produce a novel peptide-lactone antibiotic designated hormaomycin (6). The empirical molecular formula of the compound is established to be C55H69ClN10O14. The constituent amino acids of the antibiotic are suggested to be allothreonine (1; 1), isoleucine (2; 1), 3-methyl-phenylalanine (3; 2), and, for the first time identified from a natural source, 4-[(Z)-prop-1-enyl]-proline (4; 1) and 3-(2-nitrocyclopropyl)-alanine (5; 2). The amino acids were delivered by acidic hydrolysis and assigned by high-resolution- GC/MS analysis (after transformation to derivatives) in combination with extended 2D-NMR experiments of the antibiotic itself. From the latter, it became plausible that the N-terminus of the peptide chain is acylated by a Cl-containing derivative of 1H-pyrrol-2-carboxylic acid. Hormaomycin is active against some Gram-positive bacteria. In addition, the antibiotic exhibits potent aerial mycelium-inducing activity and effects the production of antibiotics.
    Notes: No abstract.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720303
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  • 98
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    Novel Trinor-eremophilanes (Dendryphiellin B, C, and D), Eremophilanes (Dendryphiellin E, F, and G), and Branched C9-Carboxylic Acids (Dendryphiellic Acid A and B) from the Marine Deuteromycete Dendryphiella salina (SUTHERLAND) PUGHet NICOT (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 438-446 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Further investigation of global extracts from cultures of the marine deuteromycete Dendryphiella salina leads to the isolation of three novel trinor-eremophilanes esterified by branched C9-carboxylic acids, dendryphiellin B(= (+)-(1R*,2S*,7R*,8aR*)-1,2,6,7,8,8a-hexahydro-7-hydroxy-1,8a-dimethyl-6-oxonaphthalen-2-yl (6R*, 2E, 4E)-6-hydroxy-6-methylocta-2,4-dienoate; (+)-2), dendryphiellin C (=(+)-(1R*, 2S*, 7R*, 8aR*)-1,2,6,7,8,8a-hexa-hydro-7-hydroxy-1,8a-dimethyl-6-oxonaphthalen-2-yl (6S, 2E, 4E)-6-methylocta-2,4-dienoate; (+)-3)), and dendryphiellin D (=(+)-(1R*, 2S*, 7R*, 8aR*)-1,2,6,7(8,8a-hexahydro-7-hydroxy-1,8a-dimethyl-6-oxonaphthalen-2-yl (6R*,2E,4E)-6-(hydroxymethyl)octa-2,4-dienoate; (+)-4). An intact eremophilane, dendryphiellin E (5), and its ethanolysis product dendryphiellin F whose absolute configuration is represented by structural formula (+)-6 are also isolated from the above extracts. Dendryphiellin E exists as an open form 5a in equilibrium with a closed form 5b. A similar equilibrium exists between the open form 8a and the closed form 8b of a non-esterified eremophilane, dendryphiellin G (8), which is isolated too from the above extracts and proves structurally related to the cyclic portion of 5. Finally, the free, branched C9-carboxylic acids dendryphiellic acid A ((+)-9) and B ((+)-10) which correspond to side chains of the above esterified terpenes are also isolated from the above extracts.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720304
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  • 99
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    Eine neue Azepinring-Synthese (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 457-463 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: A New Azepine-Ring SynthesisA new one-step synthesis of an azepine ring is described. The 2H-pyran-2-one ring of methyl cumalate (8) or cumalaldehyde (2) upon reaction with an 1-aminoacryl derivative, e.g. 1 or 6, is opened with subsequent decarboxylation to give a 1-aminobutadiene derivative that undergoes an electrocyclic ring closure to the azepine ring (Schemes 1 and 2).
    Notes: No abstract.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720306
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  • 100
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    New Hyperforin Derivatives from Hypericum revolutum VAHL with Growth-Inhibitory Activity against a Human Colon Carcinoma Cell LinePresented in part at the 36th Annual Congress on Medicinal Plant Research, Freiburg im Breisgau, FRG, 12-16th September, 1988, and at the Meeting of the Swiss Chemical Society, Bern, 21st October, 1988. (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 464-471 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The crude petroleum-ether extract of the root bark of Hypericum revolutum VAHL (Guttiferae) exhibited in vitro growth-inhibitory activity against the Co-115 human colon carcinoma cell line. Activity-guided fractionation of this extract resulted in the isolation of two new hyperforin derivatives 1 and 2. The structure of 1 (hyperevolutin A) was established by X-ray analysis as the 4-hydroxy-8-exo-methyl-5,7-exo-bis(3-methylbut-2-enyl)-1-(2-methyl-1-oxopropyl)-8-endo-(4-methylpent-3-enyl)bicyclo[3.3.1]non-3-ene-2,9-dione. The structure of the homologue 2 was deduced by comparison of its UV and 1H- and 13C-NMR spectra with those of 1.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720307
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