Diastereoselective synthesis of 1,2,3,6-tetrahydrophosphinine 1-oxides with an exocyclic P-function by a Michael type addition

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Abstract

The anions generated from diphenylphosphine oxide or dialkyl phosphites add easily at the α,β-double-bond of 1,2-dihydrophosphinine oxides 1 to afford a single diastereomer of 3-substituted tetrahydrophosphinine oxides 2-4 existing in a twist-boat conformation.

Original languageEnglish
Pages (from-to)8515-8518
Number of pages4
JournalTetrahedron Letters
Volume43
Issue number47
DOIs
Publication statusPublished - Nov 18 2002

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Keywords

  • Conformation
  • Michael reactions
  • Phosphorus heterocycles
  • Stereoselection

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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