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Chemistry of Heterocyclic Compounds

, Volume 12, Issue 11, pp 1259–1264 | Cite as

Stereochemistry of ethynylation, normant, and grignard reactions in the 1-alkyldecahydro-4-quinolone series

  • A. A. Akhrem
  • L. I. Ukhova
  • G. P. Kukso
  • S. M. Volkov
  • N. I. Garbuz
  • L. P. Solovei
Article
  • 47 Downloads

Abstract

The different stereochemistries of the addition of acetylene and vinyl- or ethylmagnesium bromides to 1-alkyl- and 1,2,2-trimethyl-trans-decahydro-4-quinolones are shown. In the ethynylation of mixtures of cis- and trans-1-alkyldecahydro-4-quinolones, one acetylenic alcohol of the cis series was isolated in each case in addition to two epimeric (with respect to the 4 position) trans alcohols. The configurations of the synthesized alcohols were established by IR spectroscopy.

Keywords

Alcohol Spectroscopy Bromide Organic Chemistry Vinyl 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1977

Authors and Affiliations

  • A. A. Akhrem
    • 1
  • L. I. Ukhova
    • 1
  • G. P. Kukso
    • 1
  • S. M. Volkov
    • 1
  • N. I. Garbuz
    • 1
  • L. P. Solovei
    • 1
  1. 1.Institute of Bioorganic ChemistryAcademy of Sciences of the Belorussian SSRMinsk

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