Dual Nickel- and Photoredox-Catalyzed Enantioselective Desymmetrization of Cyclic meso-Anhydrides.

作者: Erin E. Stache , Tomislav Rovis , Abigail G. Doyle

DOI: 10.1002/ANIE.201700097

关键词:

摘要: The enantioselective desymmetrization of cyclic meso-anhydrides with benzyl trifluoroborates under nickel-photoredox catalysis is described. reaction tolerates a variety sterically and electronically different trifluoroborates, as well structurally unique anhydrides. trans isomer the keto-acid products also observed at varying levels dependent on trifluoroborate identity relative catalyst loading. A mechanism involving decarbonylation Ni-C bond homolysis NiII adduct proposed. This feature allows access to major product in high enantioselectivity from cis meso anhydride.

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