Selective synthesis of 1-, and 3-carbomethoxy 2-tetralol stereoisomers by microbial reduction of the corresponding tetralones

被引：27

作者：

Abalain, C ^{[1
]}

Buisson, D ^{[1
]}

Azerad, R ^{[1
]}

机构：

[1] UNIV PARIS 05,CHIM & BIOCHIM PHARMACOL & TOXICOL LAB,CNRS URA 400,F-75270 PARIS 06,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 10期

关键词：

D O I：

10.1016/0957-4166(96)00389-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The microbial reduction of beta-ketoesters derived from 2-tetralone has been shown to produce good yields of 2-hydroxy-1-carboxy- or 3-hydroxy-2-carboxyesters. Baker's yeast invariably affords a high enantiomeric purity cis-hydroxyester, while fungi strains may produce, sometimes exclusively, cis- or trans- complementary stereochemistries. From a general survey of the baker's yeast reduction of cyclic beta-ketoesters, a working model for predicting enantio- and diastereoselectivities of the reduction is proposed and discussed. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：2983 / 2996

页数：14

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