Asymmetric electrophilic difluoromethylthiolation of indanone-based β-keto esters using difluoromethanesulfonyl hypervalent iodonium ylides

Abstract

The first electrophilic diastereoselective direct introduction of the difluoromethylthio group is described. We used a chiral auxiliary-based approach to illustrate the versatility of our recently developed difluoromethanesulfonyl hypervalent iodonium ylide reagents for the difluoromethylthiolation of indanone-based β-keto esters. Chiral SCF2H-featuring compounds were obtained in up to 93% ee value.