4.8 Article

Enantioselective Di-/Perfluoroalkylation of beta-Ketoesters Enabled by Cooperative Photoredox/Nickel Catalysis

Journal

ORGANIC LETTERS
Volume 20, Issue 2, Pages 461-464

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03826

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Funding

  1. National Natural Science Foundation of China [21472057, 21572074, 21772052, 21772053]
  2. Program of Introducing Talents of Discipline to Universities of China [B17019]

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Efficient and enantioselective radical difluoroalkylation and perfluoroalkylation reactions of beta-ketoesters were successfully developed through an asymmetric photoredox and nickel catalysis cascade. This protocol provides R-f-containing quaternary stereocenters in up to 67% yield and 95:5 er with ethyl iododifluoroacetate and perfluoroalkyl iodides (C3F7I and C4F9I) as radical sources under extremely mild conditions.

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