Regio-, Stereo-, and Enantioselective C(sp3)─H Monofluoroalkenylation via Photo-HAT/Nickel Dual Catalysis
Yate Chen1, Chengbing Yang1, Zhaojing Xu1
1College of Chemistry, Huazhong Agricultural University, Wuhan, China.
Abstract:
Stereoselective functionalization of C(sp3)─H bonds in hydrocarbons constitutes a revolutionary strategy for accessing high-value chiral molecules. Despite remarkable advances in this field, enantioselective C(sp3)-H monofluoroalkenylation remains unexplored to date. Herein, we report the first regio-, stereo-, and enantioselective benzylic C(sp3)─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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