Asymmetric Hydrophosphinylation of Alkynes: Facile Access to Axially Chiral Styrene‐Phosphines

Baohua Cai, Yuan Cui, Jian Zhou, Yong‐Bin Wang, Limin Yang*, Bin Tan*, Jun Joelle Wang*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

A Cu/CPA co-catalytic system has been developed for achieving the direct hydrophosphinylation of alkynes with phosphine oxides in delivering novel axially chiral phosphorus-containing alkenes in high yields and excellent enantioselectivities (up to 99 % yield and 99 % ee). DFT calculations were performed to elucidate the reaction pathway and the origin of enantiocontrol. This streamlined and modular methodology establishes a new platform for the design and application of new axially chiral styrene-phosphine ligands.

Original languageEnglish
Article numbere202215820
Number of pages6
JournalAngewandte Chemie. International Edition
Volume62
Issue number3
Early online date24 Nov 2022
DOIs
Publication statusPublished - 16 Jan 2023

Scopus Subject Areas

  • Chemistry(all)
  • Catalysis

User-Defined Keywords

  • Axial Chirality
  • Chiral Phosphoric Acid
  • Copper
  • Hydrophosphinylation
  • Phosphine

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