Synthesis of Chiral α-Substituted β-Aminophosphine Derivatives through Asymmetric Hydrophosphinylation Utilizing Secondary Phosphine Sulfides

Chem Asian J. 2022 Dec 14;17(24):e202200989. doi: 10.1002/asia.202200989. Epub 2022 Nov 11.

Abstract

The organocatalytic enantioselective hydrophosphinylation of various secondary phosphine sulfides with aromatic and aliphatic nitroalkenes is presented in this study. The reaction produced chiral β-nitrophosphine sulfides with excellent yields and enantioselectivities (up to 99% yield and 99% ee). Furthermore, the chiral β-nitrophosphine sulfides can be easily converted into α-substituted β-aminophosphine, which is a family of useful P, N-ligands and phosphine catalysts.

Keywords: asymmetric hydrophosphinylation; organocatalysis; secondary phosphine sulfides; α-substituted β-aminophosphines.

MeSH terms

  • Phosphines*
  • Stereoisomerism
  • Sulfides*

Substances

  • phosphine
  • aminophosphine
  • Sulfides
  • Phosphines

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