Regio- and Stereoselective Thianthrenation of Olefins To Access Versatile Alkenyl Electrophiles.

ABSTRACT: Herein, we report a regioselective alkenyl electrophile synthesis from unactivated olefins that is based on a direct and regioselective C-H thianthrenation reaction. The selectivity is proposed to arise from an unusual inverse-electron-demand hetero-Diels-Alder reaction. The alkenyl sulfonium salts can serve as electrophiles in palladium- and ruthenium-catalyzed cross-coupling reactions to make alkenyl C-C, C-Cl, C-Br, and C-SCF3 bonds with stereoretention.

SUBMITTER: Chen J 

PROVIDER: S-EPMC7154751 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature