The Journal of Organic Chemistry

Reduction of 2-substituted 3-oxoglutarates mediated by baker's Yeast. Variation in enantioselectivity without corresponding variation in diastereoselectivity

T Arslan, SA Benner

Index: Arslan, Tuncer; Benner, Steven A. Journal of Organic Chemistry, 1993 , vol. 58, # 8 p. 2260 - 2264

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Citation Number: 7

Abstract

The reduction of 2-substituted 3-oxoglutarates by yeast yields a new class of chiral building blocks, 2-allyl-and 2-propargyl-3-hydroxyglutarates. These are useful as starting points for the synthesis of, inter alia, branched chain analogs of sugars and nucleosides. When allyl is the side chain, the principal product has the absolute configuration (2S, 3S), proven by correlation with a compound whose absolute configuration was established by ...