ASYMMETRIC HYDROLYSIS OF PRO-CHIRAL 3,3-DISUBSTITUTED 2,4-DIACETOXYCYCLOHEXA-1,4-DIENES

Authors
RENOUF P POIRIER JM DUHAMEL P
Citation
P. Renouf et al., ASYMMETRIC HYDROLYSIS OF PRO-CHIRAL 3,3-DISUBSTITUTED 2,4-DIACETOXYCYCLOHEXA-1,4-DIENES, Journal of the Chemical Society. Perkin transactions. I, (11), 1997, pp. 1739-1745
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
11
Year of publication
1997
Pages
1739 - 1745
Database
ISI
SICI code
0300-922X(1997):11<1739:AHOP32>2.0.ZU;2-N
Abstract
Asymmetric enzymatic hydrolysis of pro-chiral 3,3-disubstituted 2,4-di acetoxycyclohexa-1,4-dienes 2 affords in high yields optically pure 2, 2-disubstituted 3-acetoxycyclohex-3-enones 1 (>98% ee). Under mild con ditions Candida cylindracea lipase (enzyme/substrate ratio = 2%) hydro lyses specifically the pro-S enol ester function of the pro-chiral sta rting material 2.