DOI: 10.1002/anie.1226201 ISSN: 1433-7851

Regio‐, Stereo‐, and Enantioselective C(sp 3 )─H Monofluoroalkenylation via Photo‐HAT/Nickel Dual Catalysis

Yate Chen, Chengbing Yang, Zhaojing Xu, Zidong Liang, Yifan Xu, Wangqing Kong, Huailong Teng

ABSTRACT

Stereoselective functionalization of C(sp 3 )─H bonds in hydrocarbons constitutes a revolutionary strategy for accessing high‐value chiral molecules. Despite remarkable advances in this field, enantioselective C(sp 3 )‐H monofluoroalkenylation remains unexplored to date. Herein, we report the first regio‐, stereo‐, and enantioselective benzylic C(sp 3 )─H monofluoroalkenylation, enabled by a decatungstate‐mediated hydrogen atom transfer (HAT)/nickel dual‐catalytic system. This protocol utilizes inexpensive, readily available hydrocarbons and easily accessible gem ‐difluoroalkenes as starting materials, delivering a broad array of structurally diverse ( E )‐monofluoroalkenes bearing stereogenic allylic centers, versatile building blocks in synthetic chemistry.

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