Enantioselective synthesis of homologous methyl-substituted bicyclic enones through Michael-type alkylation of chiral imines

Article abstract of DOI:10.1080/00397919608003696

The preparation of 4a-methyl-substituted bicyclic enones in high enantiomeric purity is described, involving a Michael alkylation of (R)- or (S)-1-phenylethyl imines of the corresponding (±)-2-methylcyclopentanone, 2-methyl-cyclohexanone, 2-methylcycloheptanone, and 2-methylcyclooctanone with methyl vinyl ketone.

Full text of DOI:10.1080/00397919608003696

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Enantioselective Synthesis
of Homologous Methyl-
Substituted Bicyclic Enones
Through Michael-Type
Alkylation of Chiral Imines
Virginie Goubaud a & Robert Azerad a
a Laboratoire de Chimie et Biochimie
Pharmacologiques et Toxicologiques , URA 400
CNRS, Université René Descartes-Paris V , 45
rue des Saints-Pères, 75270-PARIS Cedex 06,
France
Published online: 21 Aug 2006.
To cite this article: Virginie Goubaud & Robert Azerad (1996) Enantioselective
Synthesis of Homologous Methyl-Substituted Bicyclic Enones Through Michael-
Type Alkylation of Chiral Imines, Synthetic Communications: An International
Journal for Rapid Communication of Synthetic Organic Chemistry, 26:5, 915-922,
DOI: 10.1080/00397919608003696
To link to this article: http://dx.doi.org/10.1080/00397919608003696
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