Biotransformations with baker's yeast: pH effects on diastereoselectivity during alpha-hydroxy-beta-ketoester reductions and carbon-carbon bond cleavages

被引：11

作者：

Fadnavis, NW

Vadivel, SK

Bhalerao, UT

机构：

[1] Biotransformations Lab., Organic Division-I, Indian Inst. of Chemical Technology

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 14期

关键词：

D O I：

10.1016/S0957-4166(97)00232-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Baker's yeast mediated reduction of alpha-substituted-beta-ketoesters lead to reduction of the carbonyl group with high enantiospecificity and diastereoselectivity at low pH (4.0-5.0, e.e.>99%, d.e.>90%) but cleavage of the C-C bond is observed at higher pH (>8.0%). Similar carbon-carbon bond cleavage are observed in the reactions of alpha-acetamido-beta-ketoesters and acetamidocinnamic acid. (C) 1997 Elsevier Science Ltd.

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页码：2355 / 2359

页数：5

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