Asymmetric copper-catalyzed C-N cross-couplings induced by visible light
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 genera...
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| Veröffentlicht in: | Science (American Association for the Advancement of Science) 2016-02, Vol.351 (6274), p.681-684 |
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| container_title | Science (American Association for the Advancement of Science) |
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| creator | Kainz, Quirin M. Matier, Carson D. Bartoszewicz, Agnieszka Zultanski, Susan L. Peters, Jonas C. Fu, Gregory C. |
| description | 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. |
| doi_str_mv | 10.1126/science.aad8313 |
| format | Article |
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| source | American Association for the Advancement of Science; Jstor Complete Legacy |
| subjects | Carbon Catalysts Copper Photochemistry |
| title | Asymmetric copper-catalyzed C-N cross-couplings induced by visible light |
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