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Nickel-Catalyzed Asymmetric C-Alkylation of Nitroalkanes: Synthesis of Enantioenriched ?-Nitroamides.


ABSTRACT: A general catalytic method for asymmetric C-alkylation of nitroalkanes using nickel catalysis is described. This method enables the formation of highly enantioenriched ?-nitroamides from readily available ?-bromoamides using mild reaction conditions that are compatible with a wide range of functional groups. When combined with subsequent reactions, this method allows access to highly enantioenriched products with nitrogen-bearing fully substituted carbon centers.

SUBMITTER: Devannah V 

PROVIDER: S-EPMC6547819 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

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Nickel-Catalyzed Asymmetric C-Alkylation of Nitroalkanes: Synthesis of Enantioenriched β-Nitroamides.

Devannah Vijayarajan V   Sharma Rajgopal R   Watson Donald A DA  

Journal of the American Chemical Society 20190517 21


A general catalytic method for asymmetric C-alkylation of nitroalkanes using nickel catalysis is described. This method enables the formation of highly enantioenriched β-nitroamides from readily available α-bromoamides using mild reaction conditions that are compatible with a wide range of functional groups. When combined with subsequent reactions, this method allows access to highly enantioenriched products with nitrogen-bearing fully substituted carbon centers. ...[more]

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