4.8 Article

Catalytic enantioselective synthesis of fluoromethylated stereocenters by asymmetric hydrogenation

Journal

CHEMICAL SCIENCE
Volume 13, Issue 29, Pages 8590-8596

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2sc02685f

Keywords

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Funding

  1. Swedish Research Council (VR)
  2. Knut and Alice Wallenberg Foundation [KAW 2016:0072, KAW 2018:0066]
  3. Stiftelsen Olle Engkvist Byggmastare
  4. Sichuan Science and Technology Program [2021YFH0161]
  5. National Natural Science Foundation of China [21811530004]
  6. Swedish Foundation for International Cooperation in Research and Higher Education [STINT CH2017-7226]

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In this study, a catalytic method for the asymmetric synthesis of enantioenriched products bearing fluoromethylated stereocenters with excellent yields and enantioselectivities was reported.
Fluoromethyl groups possess specific steric and electronic properties and serve as a bioisostere of alcohol, thiol, nitro, and other functional groups, which are important in an assortment of molecular recognition processes. Herein we report a catalytic method for the asymmetric synthesis of a variety of enantioenriched products bearing fluoromethylated stereocenters with excellent yields and enantioselectivities. Various N,P-ligands were designed and applied in the hydrogenation of fluoromethylated olefins and vinyl fluorides.

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