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Enantioselective nitroaldol reaction of alpha-ketoesters catalyzed by cinchona alkaloids
Authors:Li Hongming  Wang Baomin  Deng Li
Affiliation:Department of Chemistry, Brandeis University, Waltham, Massachusetts 02454-9110, USA.
Abstract:The development of highly enantioselective and general catalytic nitroaldol (Henry) reactions with ketones is a challenging yet desirable task in organic synthesis. In this communication, we report an asymmetric nitroaldol reaction with alpha-ketoesters catalyzed by a new C6'-OH cinchona alkaloid catalyst. This is the first highly efficient organocatalytic asymmetric Henry reaction with ketones. This reaction is operationally simple and affords high enantioselectivity as well as good to excellent yield for a broad range of alpha-ketoesters.
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