Ni-Catalyzed Enantioselective Reductive Diarylation of Activated Alkenes by DominoCyclization/Cross-Coupling

作者:Wang, K (Wang, Kuai)^{[ 1 ]} ; Ding, ZT (Ding, Zhengtian)^{[ 1 ]} ; Zhou, ZJ (Zhou, Zhijun)^{[ 1 ]} ; Kong, WQ (Kong, Wangqing)^{[ 1 ]}

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

卷: 140

期: 39

页: 12364-12368

DOI: 10.1021/jacs.8b08190

出版年: OCT 3 2018

文献类型:Article

摘要

A Nicatalyzed enantioselective reductive diarylation of activated alkenes by domino cyclizative/ cross-coupling of two aryl bromides is developed. This reaction proceeds under very mild conditions and shows broad substrate scope, without requiring the use of preformed organometallic reagents. Moreover, this approach provides direct access to various bis-heterocycles bearing all-carbon quaternary centers in synthetically useful yields (up to 81%) with excellent enantioselectivity (>30 examples, 90-99% ee).

关键词

KeyWords Plus: CN BOND ACTIVATION; UNACTIVATED OLEFINS; CARBONYL-COMPOUNDS; NICKEL CATALYSIS; INTRAMOLECULAR ARYLCYANATION; 3,3-DISUBSTITUTED OXINDOLES; QUATERNARY STEREOCENTERS; TRANSIENT METALLACYCLES; ALKYL ELECTROPHILES; ARYL HALIDES

作者信息

通讯作者地址: Kong, WQ (通讯作者)

Wuhan Univ, Inst Adv Studies, Wuhan 430072, Hubei, Peoples R China.

电子邮件地址:wqkong@whu.edu.cn

原文PDF链接：

https://pubs.acs.org/doi/10.1021/jacs.8b08190