Ni-Catalyzed Asymmetric Reductive Alkenylation of α-Chlorosulfones with Vinyl Bromides.

Jingjing Geng, Deli Sun, Yanhong Song, Weiqi Tong, Fan Wu

Organic letters 2022 Mar 11

filter terms:

A nickel-catalyzed enantioconvergent reductive cross-coupling of α-chlorosulfones with vinyl bromides is described here. This strategy enables the enantioselective construction of chiral allylic sulfones from simple α-chlorosulfones and vinyl bromides. The mild reaction conditions lead to excellent functional group compatibility, as evidenced by the broad substrate scope and tolerance of complex bioactive molecules. Our preliminary mechanistic study suggests that this enantioselective vinylation process operates through a radical intermediate.

Citation

Jingjing Geng, Deli Sun, Yanhong Song, Weiqi Tong, Fan Wu. Ni-Catalyzed Asymmetric Reductive Alkenylation of α-Chlorosulfones with Vinyl Bromides. Organic letters. 2022 Mar 11;24(9):1807-1811