4.7 Article

Enantioselective Synthesis of 2-Hydroxyalkyl Diarylphosphinates by Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 361, Issue 17, Pages 4106-4110

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201900569

Keywords

2-hydroxyalkyl diarylphosphinates; ruthenium; Noyori's catalysts; asymmetric transfer hydrogenation

Funding

  1. Research Funds for Excellent Dissertations of the China Three Gorges University [2018SSPY138]
  2. Yichang Humanwell Pharmaceutical Co., Ltd [SDHZ2018150]

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An asymmetric transfer hydrogenation of 2-oxo alkyl phosphinates in the presence of a chiral diamine ruthenium catalyst with HCOONa as a hydrogen source in aqueous 2,2,2-trifluoroethanol under mild conditions gave a wide range of chiral 2-hydroxyalkyl diarylphosphinates in enantiomeric excesses of 97-99% and in good yields. The absolute configuration of the products was determined to be R by single-crystal X-ray diffraction.

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