4.8 Article

Enantioselective N-Heterocyclic Carbene-Catalyzed Kinetic Resolution of Anilides

Journal

ORGANIC LETTERS
Volume 20, Issue 18, Pages 5866-5871

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02538

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Funding

  1. National Natural Science Foundation of China [21672121, 21871160]
  2. Thousand Plan Youth Program of China
  3. Tsinghua University
  4. Bayer
  5. Fellowship of Tsinghua-Peking Centre for Life Sciences (CLS)

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The N-heterocyclic carbene (NHC)-catalyzed enantioselective kinetic resolution of anilides (a kind of hemiaminals) is reported. Upon exposure to the reaction in the presence of an NHC precatalyst and base, catalytic C-O bond formation occurs, providing axially chiral isoindolinones in high yields with excellent enantioselectivities.

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