4.7 Article

Dual-Catalytic Enantioselective Allylation of N-(Heteroaromatic- methyl)imine Derivatives

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JOURNAL OF ORGANIC CHEMISTRY
卷 88, 期 12, 页码 7821-7829

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c02254

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  1. National Institute of General Medical Sciences of the National Institutes of Health [R35GM137920]
  2. NIH Shared Instrumentation Grant [S10OD011952]

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We report a dual-catalytic enantioselective allylic alkylation reaction that allows for the synthesis of alpha-amino heteroaryl benzylamine stereocenters with high yield and enantioselectivity.
We report the dual-catalytic enantioselective allylic alkylation of 2-(pyridylmethyl)amine-derived ketimines with allylic carbonates. The reaction proceeds under mild reaction conditions to generate alpha-amino heteroaryl benzylamine stereocenters in good yield and enantioselectivity. Enantioselectivity is achieved through the use of a copper catalyst modified with chiral bisphosphine ligand (2S,4S)-bis(diphenylphosphino)pentane.

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