4.8 Article

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

期刊

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 141, 期 21, 页码 8436-8440

出版社

AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b04175

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资金

  1. NIH NIGMS [R01 GM102358]
  2. NIH [NSF CHE0421224, CHE0840401, CHE1229234, CHE1048367, NIH S10 OD016267-01, S10 RR026962-01, P20GM104316, P30GM110758]
  3. University of Delaware (UD)
  4. University of Delaware Research Foundation
  5. Research Corp. Cottrell Scholars Program

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A general catalytic method for asymmetric C-alkylation of nitroalkanes using nickel catalysis is described. This method enables the formation of highly enantioenriched beta-nitroamides from readily available alpha-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.

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