Chemistry Letters

ENANTIOSELECTIVE SYNTHESIS OF α-HYDROXYTHIOACETALS BY THE BAKER'S YEAST REDUCTION OF α-KETOTHIOACETALS

T Fujisawa, E Kojima, T Itoh, T Sato

Index: Fujisawa, Tamotsu; Kojima, Eiji; Itoh, Toshiyuki; Sato, Toshio Chemistry Letters, 1985 , p. 1751 - 1754

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Citation Number: 4

Abstract

Asymmetric reduction of a-ketothioacetals was achieved by fermenting baker's yeast to afford optically pure α-hydroxythioacetals which play as equivalents of valuable α-hydroxy aldehydes. The utility of the present method was demonstrated in the stereo-selective syntheses of (4S, 5S)-and (4S, 5R)-4, 5-dihydroxydecanoic acid γ-lactones from (S)-(−)-1-(1, 3-dithian-2-yl)-1, 4-butanediol.

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