Catalytic Asymmetric 1,6-Conjugate Addition of para-Quinone Methides: Formation of All-Carbon Quaternary Stereocenters

被引：205

作者：

Wang, Zhaobin ^{[1
]}

Wong, Yuk Fai ^{[1
]}

Sun, Jianwei ^{[1
]}

机构：

[1] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 46期

关键词：

asymmetric catalysis; heterocycles; nucleophilic addition; organocatalysis; synthetic methods; CONJUGATE ADDITION; TRIARYLMETHANES; BIOSYNTHESIS; ALKYLATION; ALKALOIDS; POLYMERS; INDOLES; ACCESS;

D O I：

10.1002/anie.201506701

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Described herein is a general and mild catalytic asymmetric 1,6-conjugate addition of para-quinone methides (p-QMs), a class of challenging reactions with previous limited success. Benefiting from chiral BrOnsted acid catalysis, which allows insitu formation of p-QMs, our reaction expands the scope to general p-QMs with various substitution patterns. It also enables efficient intermolecular formation of all-carbon quaternary stereocenters with high enantioselectivity.

引用

页码：13711 / 13714

页数：4

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