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- W4285386997 abstract "Transition-metal-catalyzed asymmetric C–H activation reactions generally rely on the design of ligands with sterically bulky groups to create a chiral environment for enantioinduction through steric repulsion. Here we describe an Ir(III)-catalyzed asymmetric C–H activation enabled by noncovalent interactions. A broad range of sulfur-stereogenic sulfoximines was prepared in high yields with excellent enantioselectivities via the asymmetric C–H activation/annulation of sulfoximines with diazo compounds. Desymmetrization, kinetic resolution, and parallel kinetic resolution are compatible with this protocol. Detailed DFT calculations suggested that the N–H···O hydrogen bonding interaction between sulfoximine and the chiral carboxylic acid ligand was crucial for the high enantiocontrol. Moreover, chiral iridacycle intermediates were isolated, characterized, and subjected to stoichiometric reactions. Computational and experimental studies suggested that the C–H cleavage step was the rate- and enantio-determining step." @default.
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- W4285386997 date "2022-07-14" @default.
- W4285386997 modified "2023-10-16" @default.
- W4285386997 title "Ir(III)-Catalyzed Asymmetric C–H Activation/Annulation of Sulfoximines Assisted by the Hydrogen-Bonding Interaction" @default.
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- W4285386997 doi "https://doi.org/10.1021/acscatal.2c00962" @default.
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