Enantioselective Michael/Mannich Polycyclization Cascade of Indolyl Enones Catalyzed by Quinine-Derived Primary Amines

被引：108
作者：
Cai, Quan [1 ]
Zheng, Chao [1 ]
Zhang, Jun-Wei [1 ]
You, Shu-Li [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 37期
基金：
中国国家自然科学基金;
关键词：
amines; asymmetric catalysis; cascade reactions; indoles; organocatalysis; DIELS-ALDER REACTION; SIMPLE ALPHA; BETA-UNSATURATED KETONES; ORGANOCATALYTIC CONJUGATE ADDITION; FRIEDEL-CRAFTS ALKYLATION; ALPHA-BRANCHED ENALS; MICHAEL ADDITION; MULTISUBSTITUTED CYCLOPENTANES; QUATERNARY STEREOCENTERS; ASYMMETRIC EPOXIDATION; IMINIUM ACTIVATION;
D O I：
10.1002/anie.201103937
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Three's a crowd: The title reaction provides a tetracylic core bearing three chiral centers (see scheme; Ts=4-toluenesulfonyl) with excellent enantioselectivity and good diastereoselectivity. The reaction was used to efficiently construct the (+)-kreysiginine skeleton. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：8665 / 8669
页数：5
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