Catalytic enantioselective trapping of an alcoholic oxonium ylide with aldehydes:: RhII/ZrIV-co-catalyzed three-component reactions of aryl diazoacetates, benzyl alcohol, and aldehydes

被引：74

作者：

Zhang, Xu ^{[1
]}

Huang, Haoxi ^{[1
]}

Guo, Xin ^{[1
]}

Guan, Xiaoyu ^{[1
]}

Yang, Liping ^{[1
]}

Hu, Wenhao ^{[1
]}

机构：

[1] E China Normal Univ, Dept Chem, Shanghai 20062, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 35期

基金：

美国国家科学基金会;

关键词：

asymmetric catalysis; diazo compounds; Lewis acids; multicomponent reaction; ylides;

D O I：

10.1002/anie.200801510

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) The right combination: A catalytic asymmetric multicomponent reaction has been developed in which two stereogenic carbon centers are constructed in a single step (see scheme; erythro/threo 90:10, up to 80% yield, 98% ee).This type of enantioselective three-component reaction generates α,β-dihydroxy acid derivatives in good yields and with excellent enantioselectivities. Bn =benzyl. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：6647 / 6649

页数：3

共 5 条

[1] Three-component reaction of aryl diazoacetates, alcohols, and aldehydes (or imines): Evidence of alcoholic oxonium ylide intermediates
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ORGANIC LETTERS, 2005, 7 (01) : 83 - 86
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[5] Transition metal salt-catalyzed direct three-component Mannich reactions of aldehydes, ketones, and carbamates:: Efficient synthesis of N-protected β-aryl-β-amino ketone compounds
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