Asymmetric hetero-Diels-Alder reaction of l-alkyl-3-silyloxy-1,3-dienes with ethyl glyoxylate catalyzed by a chiral (salen)cobalt(II) complex

被引：53

作者：

Li, LS ^{[1
]}

Wu, YK ^{[1
]}

Hu, YJ ^{[1
]}

Xia, LJ ^{[1
]}

Wu, YL ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 13期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1016/S0957-4166(98)00204-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The hetero-Diels-Alder reactions of 1-alkyl-3-(tert-butyldimethylsilyl)oxy- 1,3-butadienes with ethyl glyoxylate catalyzed by chiral salen-metal complexes have: been studied. With a cobalt(II) complex as the catalyst, the reaction of 1-(2-benzyloxyethyl)-3-(tert-butyldimethylsilyl)oxy-1,3-butadiene with ethyl glyoxylate gave the Diels-Alder product in 75% isolated yield with the endo:exo ratio >99:1 and the enantiomeric excess greater than or equal to 52%. The effects of temperature, catalyst and solvent are also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2271 / 2277

页数：7

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