ENANTIOSELECTIVE SYNTHESIS OF HOMOLOGOUS METHYL-SUBSTITUTED BICYCLIC ENONES THROUGH MICHAEL-TYPE ALKYLATION OF CHIRAL IMINES

Authors
GOUBAUD V AZERAD R
Citation
V. Goubaud et R. Azerad, ENANTIOSELECTIVE SYNTHESIS OF HOMOLOGOUS METHYL-SUBSTITUTED BICYCLIC ENONES THROUGH MICHAEL-TYPE ALKYLATION OF CHIRAL IMINES, Synthetic communications, 26(5), 1996, pp. 915-922
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
26
Issue
5
Year of publication
1996
Pages
915 - 922
Database
ISI
SICI code
0039-7911(1996)26:5<915:ESOHMB>2.0.ZU;2-H
Abstract
The preparation of 4a-methyl-substituted bicyclic enones iri high enan tiomeric purity is described, involving a Michael alkylation of (R)- o r (S)-1-phenylethyl imines of the corresponding (+/-)-2-methylcyclopen tanone, 2-methylcyclohexanone, 2-methylcycloheptanone, and 2-methylcyc looctanone with methyl vinyl ketone.