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  • Organic Chemistry  (2)
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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 2057-2061 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of the Lycopodium Alkaloid (±)-Acetylflabellidine via 1,3-Annulation Reactions of EniminesThe 1,3-annulation reaction of 2,3,4,5-tetrahydro-6-methylpyridine (11) with the enimine 7 catalyzed by perchloric acid and subsequent acetylation stereoselectively yield the tetracyclic adduct 2 as the main product, the structure and relative configuration of which are in agreement with the acetyl derivative of the Lycopodium alkaloid flabellidine (1).
    Notes: Die durch Perchlorsäure katalysierte 1,3-Anellierung von 2,3,4,5-Tetrahydro-6-methylpyridin (11) an das Enimin 7 mit anschließender Acetylierung liefert in stereoselektiver Reaktion als Hauptprodukt das tetracyclische Addukt 2, dessen Struktur und relative Konfiguration mit dem Acetylderivat des Lycopodium-Alkaloids Flabellidin (1) identisch ist.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 1700-1705 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: A Further Synthesis of (±)-LycopodinThe synthesis of (±)-lycopodin from 2-cyanoethyl-5-methyl-1,3-cyclohexanedione (2b) in six steps is described. An important step is the stereoselective 1,3-annulation reaction of the unsaturated imine 4b with acetone dicarboxylic acid yielding the tricyclic ketone 5b.
    Notes: Die Synthese von (±)-Lycopodin (1) aus 2-Cyanethyl-5-methyl-1,3-cylohexandion (2b) in sechs Stufen wird beschrieben. Ein wichtiger Syntheseschritt ist die stereoselektive 1,3-Anellierung des ungesättigten Imins 4b mit Acetondicarbonsäure zum tricyclischen Keton 5b.
    Type of Medium: Electronic Resource
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