The Journal of Organic Chemistry

Diastereoselective reduction of chiral βγ-unsaturated α-oxo esters. Asymmetric synthesis of the fatty acid moiety of symbioramide

H Sugimura, K Yoshida

Index: Sugimura, Hideyuki; Yoshida, Kazuhiro Journal of Organic Chemistry, 1993 , vol. 58, # 16 p. 4484 - 4486

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Citation Number: 20

Abstract

Optically active a-hydroxy B, y-unsaturated acids or esters have been synthesized by several methods, including enzymatic reduction of j3, y-unsaturated a-oxo acids1p2 and diastereoselective vinylsilane substitution with a chiral gly~ xylate.~ Although the stereoselective reduction of a-OXO esters" or amidesal0 has been studied using a variety of chiral auxiliaries, a chemical approach to such reduction of &y-unsaturated a-oxo acid ...