4.8 Article

Highly Enantioselective Synthesis of Acyclic N,N′-Acetals by Chiral Urea Derived from Quinine Catalyzed the Addition of Aryl Amines to Isatin-Derived Ketimines

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ORGANIC LETTERS
卷 21, 期 14, 页码 5719-5724

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02098

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  1. National Natural Science Foundation of China [51373067]

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N,N'-Acetals are sensitive compounds, and the challenging asymmetric synthesis of acyclic N,N'-acetals by the general addition of amines to ketimines has never been reported so far. In this study, highly enantioselective addition of aryl amines to isatin-derived ketimines catalyzed by chiral urea derived from quinine was developed. A series of new acyclic N,N'-acetals were constructed by this protocol in high to excellent yields (78-99%) and high to excellent enantioselectivities (76-96% ee).

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