Efficient base catalyzed alkylation reactions with aziridine electrophiles

Chem Commun (Camb). 2008 Jun 7:(21):2474-6. doi: 10.1039/b802447b. Epub 2008 Mar 27.

Abstract

N-Mesitylene sulfonyl and N-tosyl aziridines have been identified as effective electrophiles in alkylation reactions of carbon acids catalyzed by the organic phosphorine base BEMP; yields of up to 99% for a range of pro-nucleophiles under mild reaction conditions are reported.

MeSH terms

  • Alkylation
  • Aziridines / chemistry*
  • Catalysis
  • Esters / chemical synthesis
  • Esters / chemistry
  • Heterocyclic Compounds, 1-Ring / chemistry*
  • Molecular Structure
  • Organophosphorus Compounds / chemistry*
  • Stereoisomerism

Substances

  • Aziridines
  • Esters
  • Heterocyclic Compounds, 1-Ring
  • Organophosphorus Compounds
  • BEMP phosphazene