4.7 Article

Chiral FLP-catalyzed asymmetric hydrogenation of 3-fluorinated chromones

Journal

CHEMICAL COMMUNICATIONS
Volume 58, Issue 10, Pages 1558-1560

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc06964k

Keywords

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Funding

  1. National Natural Science Foundation of China [21825108, 91856103, 21871269]
  2. Youth Innovation Promotion Association, CAS [2019037]

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This study demonstrated the metal-free asymmetric hydrogenation of 3-fluorinated chromones using achiral borane and chiral oxazoline as an FLP catalyst, resulting in the synthesis of a variety of optically active 3-fluorochroman-4-ones with high yields of up to 88% ee.
The asymmetric hydrogenation of fluorinated olefins is an efficient pathway towards the synthesis of chiral fluorine-containing compounds. This paper described metal-free asymmetric hydrogenation of 3-fluorinated chromones with the use of readily available achiral borane and chiral oxazoline as an FLP catalyst for the first time. A variety of optically active 3-fluorochroman-4-ones were obtained in high yields with up to 88% ee.

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