Baker's yeast reduction of α-methyleneketones

EP Siqueira Filho, JAR Rodrigues, PJS Moran

Index: Siqueira Filho, Ezequias P.; Rodrigues, J.Augusto R.; Moran, Paulo J.S. Tetrahedron Asymmetry, 2001 , vol. 12, # 6 p. 847 - 852

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Citation Number: 27

Abstract

The bioreduction of α-methyleneketones, R1C ( O) C ( CH2) R2 (R1= Me, Et, Pr, iso-Bu, Ph, CH2CH2Ph; R2= Cl, Me, Et, n-Pr, iso-Pr, n-Bu, n-C6H13, Ph, CH2Ph), was mediated by baker's yeast (Saccharomycescerevisiae) to obtain the corresponding α-methylketones. The R1 and R2 groups had a significant influence on the rate and enantioselectivity of the reductions. The rate of C C bond reduction was higher than that of C O bond reduction. ...