Organocatalytic Enantioselective Michael Addition of 4-Hydroxycoumarin to α,β-Unsaturated Ketones: A Simple Synthesis of Warfarin

被引：59

作者：

Dong, Zhenhua ^{[1
]}

Wang, Lijia ^{[1
]}

Chen, Xiaohong ^{[1
]}

Liu, Xiaohua ^{[1
]}

Lin, Lili ^{[1
]}

Feng, Xiaoming ^{[1
]}

机构：

[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem &Technol, Chengdu 610064, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 2009卷 / 30期

基金：

中国国家自然科学基金;

关键词：

Organocatalysis; Biological activity; Michael addition; Ketones; Enantioselectivity; DIRECT ALDOL REACTION; CYCLIC 1,3-DICARBONYL COMPOUNDS; ASYMMETRIC CONJUGATE ADDITION; COUMARIN ANTICOAGULANTS; ENONES; CATALYST; CYANOSILYLATION; BISPROLINAMIDE; NITROALKANES; NITROOLEFINS;

D O I：

10.1002/ejoc.200900831

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A type of C-2-symmetric secondary amine amide catalysts were developed for the asymmetric Michael addition of 4-hydroxycoumarin to alpha,beta-unsaturated ketones. A series of important biologically and pharmaceutically active compounds were obtained in excellent yields (up to 99%) with high enantioselectivities (up to 89 % ee) under mild conditions. In addition, enantiopure product could be obtained by a single recrystallization. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

引用

页码：5192 / 5197

页数：6

共 49 条

[1]

[Anonymous], [No title captured], Patent No. 0043003

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