ASYMMETRIC MICHAEL ADDITION OF THIOPHENOL TO MALEIC ACID ESTERS
- 5 March 1985
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 14 (3) , 363-366
- https://doi.org/10.1246/cl.1985.363
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.Keywords
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