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Enantioselective Synthesis of Homologous Methyl-Substituted Bicyclic Enones Through Michael-Type Alkylation of Chiral Imines

1996; Taylor & Francis; Volume: 26; Issue: 5 Linguagem: Inglês

10.1080/00397919608003696

1532-2432

Virginie Goubaud, Robert Azerad,

Synthesis and Catalytic Reactions

Abstract 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.