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  • 1
    Electronic Resource
    Electronic Resource
    Thermolysis of oxazolin-5-ones, 12. Formation of a cage compound by thermolysis of 2-(4-Chlorophenyl)-2-(3,3-dimethylallyl)-4-phenyl-5(2H)-oxazolone (1988)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 121 (1988), S. 1697-1698 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: During thermolysis of title compound 1, the unusual cage compound 4 is formed (along with 2,3-dihydropyridine 3); the structure of 4 was determined by X-ray structure analysis. The formation of 4 can be explained by dimerization of the intermediates 2 and 3.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19881210926
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  • 2
    Electronic Resource
    Electronic Resource
    Novel Benzotropolone and 2H-Furo[3,2-b]benzopyran-2-one Pigments from Tricholoma aurantium (Agaricales) (2000)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 2000 (2000), S. 603-609 
    Details
    ISSN: 1434-193X
    Keywords: Benzopyranones ; (E)-2-Nonenal ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: ---The bright orange-red color of the toadstool Tricholoma aurantium is due to the benzotropolone pigment aurantricholone (1). The compound is at least partially present as the calcium salt. Minor pigments are the yellow 2H-furo[3,2-b]benzopyran-2-one derivatives aurantricholides A (7a) and B (7b), which exhibit strong green fluorescences. Their structures have been established by total syntheses.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Lewis-Säure-katalysierte Umlagerung von 2-Allyl-5(2H)-oxazolonen in Tetrahdro-3H-furo[3,4-b]pyrrol-Derivate (1986)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1986 (1986), S. 1910-1913 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Rearrangement of 2-Allyl-5(2H)-oxazolones into Tetrahydro-3H-furo[3,4-b]pyrrole Derivatives Catalyzed by Lewis AcidsBy Lewis acid catalysis the 2-allyl-5(2H)-oxazolones 1 and 4 rearrange to 6-oxo-3a,4,6,6a-tetrahydro-3H-furo[3,4-b]pyrroles 3 and 5, respectively. The structure of these compounds has been established from their spectroscopic data and by hydrogenation of 5 to the lactone 6. A mechanism for this rearrangement is proposed.
    Notes: Unter Katalyse von Lewis-Säuren lagern sich die 2-Allyl-5(2H)-oxazolone 1 und 4 zu den 6-Oxo-3a,4,6,6,6a-tetrahydro-3H-furo[3,4-b]pyrrolen 3 bzw. 5 um. Die Konstitution dieser Verbindungen wird durch die spektroskopischen Daten und die Hydrogenolyse von 5 zum Lacton 6 bewiesen. Ein Mechanismus für die Umlagerung wird postuliert.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198619861111
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  • 4
    Electronic Resource
    Electronic Resource
    Pilzfarbstoffe, 60 Über Leucomentine, farblose Vorstufen des Atromentins aus dem Samtfußkrempling (Paxillus atrotomentosus) (1989)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1989 (1989), S. 797-801 
    Details
    ISSN: 0170-2041
    Keywords: Terphenyl derivatives ; Leucomentins ; 2-Hexenoic acid, 4,5-epoxy- ; Paxillus atrotomentosus ; Atromentin, precursor of ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fungal Pigments, 60. - Leucomentins, Colourless Precursors of Atromentin from the Mushroom Paxillus atrotomentosusAtromentin (1) occurs in sporophores of Paxillus atrotomentosus mainly in form of the colourless leucomentins 3-5. These compounds constitute esters of leucoatromentin with (2Z,4S,5S)-4,5-epoxy-2-hexenoic acid. The absolute configuration of the latter has been determined by its conversion into (+)-O-acetylosmundalactone (6a). The mechanism of the acid-catalyzed cleavage of the acyl residues has been studied by means of 18O labeling.
    Notes: Atromentin (1) liegt in Fruchtkörpern des Samtfußkremplings hauptsächlich in Form der farblosen Leucomentine 3-5 vor. Die Leucomentine sind Ester des Leukoatromentins mit (2Z,4S,5S)-4,5-Epoxy-2-hexensäure, deren absolute Konfiguration durch Überführung in (+)-O-Acetylosmundalacton (6a) bestimmt werden konnte. Dabei wurde der Mechanismus der säurekatalysierten Abspaltung der Säurereste durch 18O-Markierung aufgeklärt.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198919890227
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  • 5
    Electronic Resource
    Electronic Resource
    Kettenverlängerung von Kohlenhydraten mit Hilfe von C-Phenylglycin (1986)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1986 (1986), S. 1548-1567 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chain Elongation of Carbohydrates via the C-Phenylglycine MethodThe C-phenylglycine method allows the chain elongation of peracetylated glyconic and glycuronic acids by the attachment of a polyprenyl or a related allyl residue. The reaction sequence leads to β,γ-unsaturated ketones 3 which may be converted to ketoses 4 by cleavage of the protecting groups. This technique permits the formal replacement of a hydrogen atom at the anomeric centre of a hexopyranose by a substituted allyl residue.
    Notes: Durch Ketenverlängerung mit Hilfe von C-Phenylglycin lassen sich peracetylierte Glycon-und Glycuronsäuren mit Polyprenyl- und anderen Allylresten verknüpfen. Man erhält die β,γ-ungesättigten Ketone 3, die nach Schutzgruppenabspaltung in die Ketosen 4 übergeführt werden können. Die Reaktionssequenz erlaubt damit den formalen Ersatz eines Wasserstoffatoms am anomeren Zentrum einer Hexopyranose durch einen substituierten Allylrest.
    Additional Material: 7 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198619860905
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  • 6
    Electronic Resource
    Electronic Resource
    Kettenverlängerung an Kohlenhydraten: Synthese von Ketosen mit Anthracen- und Naphthacenresten (1986)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1986 (1986), S. 1900-1909 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chain Elongation of Carbohydrates: Synthesis of Ketoses with Anthracenyl and Naphthacenyl ResiduesBy Lewis acid catalyzed Diels-Alder reaction between dienes of type 1 and naphthoquinone followed by aromatization and liberation of the functional groups, ketoses of type 7 are generated. In 7 the anomeric hydrogen of α-D-glucose has been replaced by a (9,10-dihydro-9,10-dioxo-1-anthryl)methyl residue. In a similar way, the ketose 12 bearing a naphthacenyl nucleus is available in three steps starting from 1b and chinizarinquinone. In solution the ketopyranoses 7 and 12 are in equilibrium with the open-chain forms 8 and 13.
    Notes: Durch Lewis-Säure katalysierte Diels-Alder-Reaktion der Diene 1 mit Naphthochinon, nachfolgende Aromatisierung und Freisetzung der funktionellen Gruppen werden die Ketosen 7 erhalten, in denen das anomere Wasserstoffatom der α-D-Glucose durch einen (9,10-Dihydro-9,10-dioxo-1-anthryl)methyl-Rest ersetzt ist. In ähnlicher Weise läßt sich aus 1b nach Reaktion mit Chinizarinchinon in drei Stufen die Ketose 12 erhalten, die einen Naphthacenrest besitzt. Die Ketopyranosen 7 und 12 liegen in Lösung im Gleichgewicht mit den offenkettigen Formen 8 und 13 vor.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198619861110
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  • 7
    Electronic Resource
    Electronic Resource
    Kettenverlängerung von Kohlenhydraten: Synthese von Pyrazolen aus optisch aktiven Carbonsäuren (1987)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1987 (1987), S. 485-489 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chain Elongation of Carbohydrates: Synthesis of Pyrazoles from Optically Active Carboxylic AcidsBy chain elongation via the C-phenylglycine method optically active carboxylic acids may be converted into 3-substituted pyrazoles in few steps with good chemical yields. Starting with peracetylated glyconic acids this technique permits an easy access to unprotected C-nucleosides.
    Notes: Durch Kettenverlängerung mit Hilfe von C-Phenylglycin lassen sich optisch aktive Carbonsäuren in wenigen Stufen und guten chemischen Ausbeuten in 3-substituierte Pyrazole überführen. Ausgehend von peracetylierten Glyconsäuren können so auf einfache Weise freie C-Nucleoside dargestellt werden.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198719870361
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  • 8
    Electronic Resource
    Electronic Resource
    Ester von N-(9-Fluorenylmethyloxycarbonyl)aminosäuren mit 4-Hydroxy-3-oxo-2,5-diphenyl-2,3-dihydrothiophen-1,1-dioxid (Fmoc-Aminosäure-TDO-ester) und ihre Verwendung zur Festphasenpeptidsynthese (1988)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1988 (1988), S. 437-440 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Esters of N-(9-Fluorenylmethoxycarbonyl) Amino Acids with 4-Hydroxy-3-oxo-2,5-diphenyl-2,3-dihydrothiophene 1,1-Dioxide (Fmoc-Amino Acid TDO Esters) and Their Use in Solid Phase Peptide SynthesisFmoc-Amino acid TDO esters 3 are prepared by reaction of Fmoc-amino acids 1 with the cyclic carbonate 2. Their application in peptide synthesis is demonstrated by the preparation of leucylalanylvalylglycine (7) at a p-alkoxybenzyl alcohol resin.
    Notes: Fmoc-Aminosäure-TDO-ester 3 lassen sich durch Umsatz von Fmoc-Aminosäuren 1 mit dem cyclischen Carbonat 2 darstellen. Sie bieten bei Peptidsynthesen Vorteile, die am Beispiel der Darstellung von Leucylalanylvalylglycin (7) an einem p-Alkoxybenzylalkohol-Harz aufgezeigt werden.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198819880511
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  • 9
    Electronic Resource
    Electronic Resource
    Oxidation of the fungal sesquiterpene merulidial on alumina gel (1988)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1988 (1988), S. 823-824 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Chromatography of the fungal sesquiterpene merulidial (1a) on alumina gel resulted in its rapid oxidation to give the hydroxylated derivative 2a and the deformylated derivative 3. Compared with compound 4, obtained previously by oxidation of merulidial (1a) with pyridinium chlorochromate, the configuration of the hydroxylated C-9 in compound 2a is inverted.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198819880821
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  • 10
    Electronic Resource
    Electronic Resource
    Kettenverlängerung von Kohlenhydraten: Synthese von C-Glycosiden und C-Nucleosiden aus Glyconsäuren und Glycarsäuren (1989)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1989 (1989), S. 247-254 
    Details
    ISSN: 0170-2041
    Keywords: Carbohydrates ; Chain elongation ; 1,3-Dicarbonyl compounds ; C-Nucleosides ; Pyrazoles ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Chain Elongation of Carbohydrates: Synthesis of C-Glycosides and C-Nucleosides from Glyconic and Glycaric AcidsBy chain elongation using the C-phenylglycine method allyl residues can be attached to peracetylated glyconic and glycaric acids. Oxidative cleavage of the allylic double bond leads to 1,3-dicarbonyl compounds, which can be converted into optically pure C-glycosides and C-nucleosides by reaction with 1,2-dinucleophiles.
    Notes: Durch Kettenverlängerung mit Hilfe von C-Phenylglycin lassen sich peracetylierte Glyconsäuren und Glycarsäuren mit Allylresten C - C-verknüpfen. Oxidative Spaltung der Allyl-Doppelbindung ergibt 1,3-Dicarbonylverbindungen, aus denen sich durch Ringschlußreaktionen mit 1,2-Dinucleophilen stereochemisch einheitliche C-Glycoside und C-Nucleoside darstellen lassen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198919890147
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