cis-Selective cyclopropanations using chiral 5,5-diaryl bis(oxazoline) catalysts

被引：29

作者：

Alexander, K

Cook, S

Gibson, CL

机构：

[1] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland

[2] Hickson & Welch Ltd, Castleford WF10 2JJ, W Yorkshire, England

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 36期

关键词：

D O I：

10.1016/S0040-4039(00)01232-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 5,5-diaryl bis(oxazolines) have been prepared and used as ligands in the copper catalysed asymmetric cyclopropanation of styrene. Unusually, for bis(oxazolines), the diastereoselectivity of the process favoured the cis cyclopropanes with diastereomeric ratios of up to 65:35 being realised. The cis selectivity of the process was rationalised in terms of repulsion between the alkene substituent and the pro-R 5-aryl group of the bis(oxazoline). (C) 2000 Published by Elsevier Science Ltd.

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页码：7135 / 7138

页数：4

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