title: Enantioselective alpha-trifluoromethylation of aldehydes via photoredox organocatalysis.
abstract: The first enantioselective, organocatalytic alpha-trifluoromethylation and alpha-perfluoroalkylation of aldehydes have been accomplished using a readily available iridium photocatalyst and a chiral imidazolidinone catalyst. A range of alpha-trifluoromethyl and alpha-perfluoroalkyl aldehydes were obtained from commercially available perfluoroalkyl halides with high efficiency and enantioselectivity. The resulting alpha-trifluoromethyl aldehydes were subsequently shown to be versatile precursors for the construction of a variety of enantioenriched trifluoromethylated building blocks.
authors.affiliation: Merck Center for Catalysis at Princeton University, Princeton, New Jersey 08544, USA.
authors.forename: David A
authors.initials: DA
authors.lastname: Nagib
authors.forename: Mark E
authors.initials: ME
authors.lastname: Scott
authors.forename: David W C
authors.initials: DW
authors.lastname: MacMillan
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D005617:Chlorofluorocarbons, Methane / Q000737:chemistry*; D008745:Methylation; D010084:Oxidation-Reduction; D055668:Photochemical Processes; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D005617:Chlorofluorocarbons, Methane; C009554:fluoroform