Asymmetric Michael addition of thiophenol to maleic acid esters.

H Yamashita, T Mukaiyama

Index: Yamashita, Hiroyuki; Mukaiyama, Teruaki Chemistry Letters, 1985 , p. 363 - 366

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Citation Number: 54

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.