title: Asymmetric copper-catalyzed C-N cross-couplings induced by visible light.
abstract: Despite a well-developed and growing body of work in copper catalysis, the potential of copper to serve as a photocatalyst remains underexplored. Here we describe a photoinduced copper-catalyzed method for coupling readily available racemic tertiary alkyl chloride electrophiles with amines to generate fully substituted stereocenters with high enantioselectivity. The reaction proceeds at -40°C under excitation by a blue light-emitting diode and benefits from the use of a single, Earth-abundant transition metal acting as both the photocatalyst and the source of asymmetric induction. An enantioconvergent mechanism transforms the racemic starting material into a single product enantiomer.
authors.affiliation: Division of Chemistry and Chemical Engineering, California Institute of Technology (Caltech), Pasadena, CA 91125, USA.
authors.forename: Quirin M
authors.initials: QM
authors.lastname: Kainz
authors.affiliation: Division of Chemistry and Chemical Engineering, California Institute of Technology (Caltech), Pasadena, CA 91125, USA.
authors.forename: Carson D
authors.initials: CD
authors.lastname: Matier
authors.affiliation: Division of Chemistry and Chemical Engineering, California Institute of Technology (Caltech), Pasadena, CA 91125, USA.
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Bartoszewicz
authors.affiliation: Division of Chemistry and Chemical Engineering, California Institute of Technology (Caltech), Pasadena, CA 91125, USA.
authors.forename: Susan L
authors.initials: SL
authors.lastname: Zultanski
authors.affiliation: Division of Chemistry and Chemical Engineering, California Institute of Technology (Caltech), Pasadena, CA 91125, USA.
authors.forename: Jonas C
authors.initials: JC
authors.lastname: Peters
authors.affiliation: Division of Chemistry and Chemical Engineering, California Institute of Technology (Caltech), Pasadena, CA 91125, USA.
authors.forename: Gregory C
authors.initials: GC
authors.lastname: Fu