“On-Water” Synthesis of Sterically Congested γ-Ketophosphine Oxides Featuring a CF3- and P(O)-Tetrasubstituted Carbon Center

Man Hang Feng, Wen Jun Ji, Bo Jie Huo, Hao Xu, Mengtao Ma, Zhi Liang Shen, Xue Qiang Chu

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

The distinctive hydrophobic hydration effect in the aqueous solution contributes to the success of the phospha-Michael reaction between β-CF3-β,β-disubstituted enones and diarylphosphine oxides, providing an access to biologically relevant γ-ketophosphine oxides bearing a sterically highly congested CF3- and P(O)-tetrasubstituted carbon center. More importantly, the resulting products could be further transformed into densely functionalized γ-ketophosphine oxides containing a CF3- and P(O)-tetrasubstituted carbon center.

Original languageEnglish
Pages (from-to)3546-3552
Number of pages7
JournalAdvanced Synthesis and Catalysis
Volume365
Issue number20
DOIs
StatePublished - 24 Oct 2023

Keywords

  • Ketophosphine oxides
  • On-water
  • Tetrasubstituted carbon center
  • Transition-metal-free conditions

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