Asymmetric copper-catalyzed C-N cross-couplings induced by visible light

作者:Kainz, Quirin M.; Matier, Carson D.; Bartoszewicz, Agnieszka; Zultanski, Susan L.; Peters, Jonas C.*; Fu, Gregory C.*
来源:Science, 2016, 351(6274): 681-684.
DOI:10.1126/science.aad8313

摘要

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 degrees 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.

  • 出版日期2016-2-12