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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