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  • 1
    Electronic Resource
    Electronic Resource
    Electron transfer photofragmentations of 3-phenylpropiophenones (1990)
    Springer
    Monatshefte für Chemie 121 (1990), S. 371-375 
    Details
    ISSN: 1434-4475
    Keywords: Photosensibilization ; Electron transfer ; 2,4,6-Triphenylpyrylium tetrafluoroborate ; 3-Phenylpropiophenones
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Photolyse der 3-Phenylpropiophenone1 a–d in Gegenwart von 2,4,6-Triphenyl-pyrylium-tetrafluoroborat (TPT) ergeben die entsprechenden α,β-ungesättigten Ketone2 a–c und1 d (aus1 c), neben Acetophenon (3), Benzophenon (4), Benzoesäure (5) und Benzaldehyd (6), vermutlich durch Fragmentierung des Radikal-Kations1 + ·, das mittels Übertragung eines Elektrons von1 zuTPT im angeregten Zustand erzeugt wird.
    Notes: Summary Photolysis of 3-phenylpropiophenones1 a–d in the presence of 2,4,6-triphenylpyrylium tetrafluoroborate (TPT) yields the corresponding α,β-unsaturated ketones2 a–c and1 d (from1 c), together with acetophenone (3), benzophenone (4), benzoic acid (5) and benzaldehyde (6), presumably by fragmentations of the radical cation1 + ·, generated via a single electron transfer process from1 to the excitedTPT.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00809453
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Isolation and Synthesis of N-(2-Methyl-3-oxodec-8-enoyl)-2-pyrroline and 2-(Hept-5-enyl)-3-methyl-4-oxo-6,7,8,8a-tetrahydro-4H-pyrrolo[2,1-b]1,3-oxazine - Two New Fungal Metabolites with in vivo Anti-Juvenile-Hormone and Insecticidal Activity (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 221-226 
    Details
    ISSN: 1434-193X
    Keywords: β-Ketoamide ; Penicillium brevicompactum ; Fungal metabolites ; Anti-JH activity ; Insecticides ; Fungicide ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -Two new natural products, N-(2-methyl-3-oxodec-8-enoyl)-2-pyrroline (2) and 2-(hept-5-enyl)-3-methyl-4-oxo-6,7,8,8a-tetrahydro-4H-pyrrolo[2,1-b]-1,3-oxazine (3), have been isolated from Penicillium brevicompactum Dierckx. Compound 2 has shown an important in vivo anti-juvenile-hormone (anti-JH) activity while compound 3 has exhibited insecticidal activity against Oncopeltus fasciatus Dallas. Both products have been synthesized starting from 1,4-hexadiene, by means of a sequence of reactions which includes the preparation of 6-octenoic acid and its transformation into the corresponding acid chloride, in order to acylate Meldrum's acid. Subsequent aminolysis with pyrrolidine, followed by methylation at the activated position of the β-oxo amide with iodomethane, introduction of a methoxy group at the pyrrolidine ring by anodic oxidation and final elimination of methanol on SiO2 led to 2 and 3. The fact that both metabolites can be prepared by the same sequence indicates that they must be biogenetically related. Based on structural similarities, compounds 2 and 3 are also closely related to the recently discovered brevioxime (1).
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
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