CHIRAL SULFOXIDES IN ASYMMETRIC-SYNTHESIS - ENANTIOSELECTIVE SYNTHESIS OF THE LACTONIC MOIETY OF (-COMPACTIN AND (+)-MEVINOLIN - APPLICATION TO A COMPACTIN ANALOG())

Authors
SOLLADIE G BAUDER C ROSSI L
Citation
G. Solladie et al., CHIRAL SULFOXIDES IN ASYMMETRIC-SYNTHESIS - ENANTIOSELECTIVE SYNTHESIS OF THE LACTONIC MOIETY OF (-COMPACTIN AND (+)-MEVINOLIN - APPLICATION TO A COMPACTIN ANALOG()), Journal of organic chemistry, 60(24), 1995, pp. 7774-7777
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
60
Issue
24
Year of publication
1995
Pages
7774 - 7777
Database
ISI
SICI code
0022-3263(1995)60:24<7774:CSIA-E>2.0.ZU;2-Y
Abstract
The lactonic part of (+)-compactin and (+)-mevinolin as well as a comp actin analogue were synthesized in an enantioselective way from a beta ,delta-diketo sulfoxide easily obtained by the reaction of the trianio n of methyl 3,5-dioxohexanoate with (-)-menthyl (S)-p-toluenesulfinate . The main reaction was the two-step stereoselective reduction of beta ,delta-diketo sulfoxide without any protective group.