Enantioselective acyl-trifluoromethylation of olefins by bulky thiazolium carbene catalysis.

ABSTRACT: Enantioenriched α-chiral β-fluorinated ketones are valuable structural motifs with application in several fields. The recently emerged concept of NHC-catalyzed radical acyl-trifluoromethylation of olefins offers a rapid route to construct racemic β-fluorinated ketones in a single step. Due to the lack of competent chiral NHC catalysts constructing these molecules in an enantioselective manner remains an unmet challenge. Herein, we report a family of chiral thiazolium carbenes having bulky chiral flanking groups and offering three distinct positions with broad steric and electronic tunability. The catalysts display so far unmatched enantioselectivities for acyl-trifluoromethylations of simple unactivated olefins with a wide variety of aldehydes and Togni's reagent. The method provides a var

SUBMITTER: Jana S 

PROVIDER: S-EPMC11977197 | biostudies-literature | 2025 Apr

REPOSITORIES: biostudies-literature