Highly Enantioselective Synthesis of Acyclic N,N′-Acetals by Chiral Urea Derived from Quinine Catalyzed the Addition of Aryl Amines to Isatin-Derived Ketimines
2019
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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