Enantioselective Mukaiyama-Michael reactions of 2-carbomethoxy cyclopentenone catalyzed by chiral bis(oxazoline)-Cu(II) complexes

被引：91

作者：

Bernardi, A

Colombo, G

Scolastico, C

机构：

[1] Dipto. di Chim. Organ. e Industriale, Ctro. CNR per lo Stud. delle S., 20133 Milano

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 49期

关键词：

D O I：

10.1016/S0040-4039(96)02048-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The conjugate addition of propionate silylketene acetal 1 to 2-carbomethoxy cyclopentenone is promoted by bis(oxazoline)-Cu(II) complexes with high diastereoselectivity and good enantiomeric excesses. The absolute configuration of the product can be controlled by varying the copper counterion. A catalytic version of the reaction was developed, which gave ketoacid 5a in 72% d.e. and 63% e.e. Copyright (C) 1996 Elsevier Science Ltd

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页码：8921 / 8924

页数：4

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