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ASYMMETRIC MICHAEL ADDITION OF THIOPHENOL TO MALEIC ACID ESTERS

Authors :
Hiroyuki Yamashita
Teruaki Mukaiyama
Source :
Chemistry Letters. 14:363-366
Publication Year :
1985
Publisher :
The Chemical Society of Japan, 1985.

Abstract

(S)-(−)-Diisopropyl phenylthiosuccinate (81% optical purity) is prepared in 95% yield by the asymmetric Michael addition of thiophenol to diisopropyl maleate in the presence of a catalytic amount of cinchonine. The succinate thus prepared is transformed into (R)-(+)-3,4-epoxy-1-butanol without racemization.

Details

ISSN :
13480715 and 03667022
Volume :
14
Database :
OpenAIRE
Journal :
Chemistry Letters
Accession number :
edsair.doi...........65e654457a79f3c5b8f05875eb6f768d