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  • Heterocyclic synthesis  (1)
  • Keywords. Organocuprate addition; Michael-type addition; Beckmann rearrangement; Ergosterol biosynthesis inhibitors; X-Ray diffraction.  (1)
  • Narcotic analgesics  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 116 (1985), S. 263-272 
    ISSN: 1434-4475
    Keywords: Heterocyclic synthesis ; Condensed thiophenes ; Morphinan ; Narcotic analgesics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The present paper is dealing with two isomeric series of 5,5a,6,7,8,9-hexahydro-5,9a-iminoethano-4H-naphthothiophenes (“thiamorphinans”) which were synthesized as a new type of potential narcotic analgesics.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1434-4475
    Keywords: Keywords. Organocuprate addition; Michael-type addition; Beckmann rearrangement; Ergosterol biosynthesis inhibitors; X-Ray diffraction.
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung.  Die Addition von Organocupraten an die aktivierte C*C Doppelbindung in 2H-3,3a,4,5,6,7-Hexahydro-2-indenon, gefolgt von einer Abfangreaktion des anionischen Zwischenprodukts mit MeI als Elektrophil, wurde untersucht. Die Strukturaufklärung des erhaltenen Produktes erfolgte mittels Röntgendiffraktion seines Oxims. Eine anschließende Beckmann-Umlagerung lieferte die gewünschte Titelverbindung.
    Notes: Summary.  The addition of organocuprates to the activated C*C double bond in 2H-3,3a,4,5,6,7-hexahydro-2-indenone followed by trapping of the anionic intermediate with MeI as electrophile is reported. Structural assignment of the resulting product was carried out via its oxime using X-ray diffraction. A subsequent Beckmann rearrangement gave the desired title compound.
    Type of Medium: Electronic Resource
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