Diastereoselective synthesis of 3-phosphinoxido- and 3-phosphono-1,2,3,4,5,6-hexahydrophosphinine oxides as potential precursors of bidentate P-ligands

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1,2,3,4,5,6-Hexahydrophosphinine oxides with exocyclic P-function in position 3 can be obtained in a diastereoselective manner by the two-step conversion of 1,2-dihydrophosphinine oxides. Michael addition of the >P(O)H species on the α,β-double-bond of the starting P-cycle is followed by catalytic hydrogenation of the 1,2,3,6-tetrahydrophosphinine oxides so obtained. One of the bis(phosphine oxides) served, after deoxygenation, as a suitable bisphosphine ligand in complexation with PtCl2(PhCN)2. The different configuration of the ring P atom in the precursor and in the ligand suggested that the deoxygenation took place with inversion.

Original languageEnglish
Pages (from-to)608-612
Number of pages5
JournalLetters in Organic Chemistry
Issue number7
Publication statusPublished - Nov 1 2005



  • Bidentate P-ligand
  • Chelate Pt complex
  • Diastereoselectivity
  • Hydrogenation
  • Michael-addition
  • P-heterocycles

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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