Creation of a Chiral All-Carbon Quaternary Center Induced by CF(3) and CH(3) Substituents via Cu-Catalyzed Asymmetric Conjugate Addition

通过铜催化的不对称共轭加成反应,利用CF(3)和CH(3)取代基诱导形成手性全碳季碳中心

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Abstract

Cu-catalyzed asymmetric construction of a chiral quaternary center bearing CH(3) and CF(3) groups was achieved with high to excellent enantioselectivity using our originally developed ligands. The asymmetric conjugate addition of Me(3)Al to β-CF(3)-substituted enones and unsaturated ketoesters proceeded efficiently. The use of unsaturated ketoesters gives optically active furanones in high yields with high enantioselectivities. The perfluoroalkyl-substituted enone does not seem to be favorable in the present reaction.

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