One-pot deracemisation of an enol acetate derived from a prochiral cyclohexanone

被引：6

作者：

Allan, GR

Carnell, AJ ^{[1
]}

Kroutil, W

机构：

[1] Univ Liverpool, Robert Robinson Labs, Dept Chem, Liverpool L69 7ZD, Merseyside, England

[2] Karl Franzens Univ Graz, Dept Chem, A-8010 Graz, Austria

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 34期

关键词：

D O I：

10.1016/S0040-4039(01)01156-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot method for the deracemisation of the enol acetate I derived from the prochiral 4,4-disubstituted cyclohexanone 2 has been developed using the combination of Pseudomonas fluorescens lipase and potassium t-butoxide/isopropenyl acetate to give the enantiomerically pure enol acetate (S)-1 in 82% yield. Calculations based on the inherent enantioselectivity of the lipase (E) allowed an estimation of the optimum theoretical conversion for each enzyme step prior to recycling the ketone. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：5959 / 5962

页数：4

共 7 条

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