Tetrahedron letters

Stereocontrol by introduction of a sulfur functional group in the asymmetric reduction of β-ketoesters with baker's yeast; preparation of optically pure 3s- …

T Itoh, Y Yonekawa, T Sato, T Fujisawa

Index: Itoh, Toshiyuki; Yonekawa, Yoshihiro; Sato, Toshio; Fujisawa, Tamotsu Tetrahedron Letters, 1986 , vol. 27, # 44 p. 5405 - 5408

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Citation Number: 57

Abstract

Abstract Asymmetric reduction of β-ketothioester derivatives with baker's yeast produced the corresponding optically pure 3S-hydroxyethioesters, which are useful chiral building blocks in organic synthesis. The utility of the present method was demonstrated in the stereoselective synthesis of sex attractant of pine saw-fly,(2S, 3S, 7S)-5, 7-dimethylpentadec- 2-yl acetate from the SS-hydroxy esters.

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