Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis

Abstract

The first enantioselective, organocatalytic α-trifluoromethylation and α-perfluoroalkylation of aldehydes have been accomplished using a readily available iridium photocatalyst and a chiral imidazolidinone catalyst. A range of α-trifluoromethyl and α-perfluoroalkyl aldehydes were obtained from commercially available perfluoroalkyl halides with high efficiency and enantioselectivity. The resulting α-trifluoromethyl aldehydes were subsequently shown to be versatile precursors for the construction of a variety of enantioenriched trifluoromethylated building blocks.