Construction of Chiral Quaternary Carbon through Morita-Baylis-Hillman Reaction: An Enantioselective Approach to 3-Substituted 3-Hydroxyoxindole Derivatives

被引：69
作者：
Guan, Xiao-Yang [1 ]
Wei, Yin [1 ]
Shi, Min [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 46期
基金：
中国国家自然科学基金;
关键词：
asymmetric catalysis; Morita-Baylis-Hillman reaction; isatin; organocatalysis; oxindoles; N-SULFONATED IMINES; ASYMMETRIC ALDOL CONDENSATION; BRYOZOAN AMATHIA-CONVOLUTA; METHYL VINYL KETONE; CRUCIFEROUS PHYTOALEXIN; SUBSTITUTED ISATINS; ACTIVATED OLEFINS; ARYLBORONIC ACIDS; CATALYZED BAYLIS; HILIMAN REACTION;
D O I：
10.1002/chem.201002240
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new enantioselective approach to obtain a tetrasubstituted chiral center at the C3 position of oxindoles via a catalytic asymmetric Morita-Baylis-Hillman reaction has been demonstrated. This reaction provides 3-substituted 3-hydroxy-2-oxindoles in good to excellent yields and ee values, which could be facilely transformed to pharmaceutically more interesting compounds. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：13617 / 13621
页数：5
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