1,2-aminothioethers derived from ephedrine and pseudoephedrine: Heterobidentate ligands for the palladium-catalysed asymmetric allylic substitution reaction

P. C. B. Bulman Page, H. Heaney, S. Reignier, G. A. Rassias

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6 Citations (Scopus)

Abstract

Heterobidentate sulfide-tertiary amine ligands incorporating 1,2-aminothioethers derived from ephedrine and pseudoephedrine have been prepared and used successfully in the palladium-catalysed asymmetric allylic substitution reaction, giving ees of up to 89%. The stereoelectronic effects operating in the reactions are discussed.
Original languageEnglish
Pages (from-to)22-28
Number of pages7
JournalSynlett
Issue number1
Publication statusPublished - 2003

Keywords

  • CHIRAL
  • ALKYLATION
  • LIGANDS
  • ENANTIOSELECTIVE CATALYSIS
  • ephedrine
  • heterobidentate ligands
  • NUCLEAR-MAGNETIC-RESONANCE
  • CHELATE LIGANDS
  • AMINATION
  • CONTAINING OXAZOLINE LIGANDS
  • METAL-COMPLEXES
  • allylic substitution
  • HYBRID LIGANDS
  • (ETA-3-ALLYL)PALLADIUM COMPLEXES

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