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Enantioselective nitroaldol reaction of alpha-ketoesters catalyzed by cinchona alkaloids.

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.

SUBMITTER: Li H

PROVIDER: S-EPMC3161415 | biostudies-literature | 2006 Jan

REPOSITORIES: biostudies-literature

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Enantioselective nitroaldol reaction of alpha-ketoesters catalyzed by cinchona alkaloids.

Li Hongming H Wang Baomin B Deng Li L

Journal of the American Chemical Society 20060101 3

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 excellen ...[more]

PMID: 16417358

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