Enantioselective Three-Component Fluoroalkylarylation of Unactivated Olefins through Nickel-Catalyzed Cross-Electrophile Coupling

被引:207
作者
Tu, Hai-Yong [1 ]
Wang, Fang [1 ]
Huo, Liping [1 ]
Li, Yuanbo [1 ]
Zhu, Shengqing [1 ]
Zhao, Xian [1 ]
Li, Huan [1 ]
Qing, Feng-Ling [1 ]
Chu, Lingling [1 ]
机构
[1] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Ctr Adv Low Dimens Mat, State Key Lab Modificat Chem Fibers & Polymer Mat, Shanghai 20620, Peoples R China
基金
中国国家自然科学基金;
关键词
REDUCTIVE DICARBOFUNCTIONALIZATION; ARYL-ALKENYLATION; FUNCTIONALIZATION; PHOTOREDOX; ARYLATION; FLUORINE; ALKENES; ACCESS;
D O I
10.1021/jacs.0c03708
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A nickel-catalyzed, enantioselective, three-component fluoroalkylarylation of unactivated alkenes with aryl halides and perfluoroalkyl iodides has been described. This cross-electrophile coupling protocol utilizes a chiral nickel/BiOx system as well as a pendant chelating group to facilitate the challenging three-component, asymmetric difunctionalization of unactivated alkenes, providing direct access to valuable chiral beta-fluoroalkyl arylalkanes with high efficiency and excellent enantioselectivity. The mild conditions allow for a broad substrate scope as well as good functional group toleration.
引用
收藏
页码:9604 / 9611
页数:8
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