Enantioselective copper-catalyzed cyclopropanation of silyl enol ethers

被引：30

作者：

Ebinger, A ^{[1
]}

Heinz, T ^{[1
]}

Umbricht, G ^{[1
]}

Pfaltz, A ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

TETRAHEDRON | 1998年 / 54卷 / 35期

关键词：

D O I：

10.1016/S0040-4020(98)00499-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Copper(I) complexes derived from semicorrins, azasemicorrins and bisoxazolines are efficient catalysts for the enantioselective cyclopropanation of silyl enol ethers with diazoacetates. The resulting cyclopropanes can be converted to gamma-ketocarboxylates by acid-induced ring cleavage. In this way methyl (2-oxocyclopentyl)- and (2-oxocyclohexyl)acetates have been prepared with up to 90 and 80% ee, respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：10469 / 10480

页数：12

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