Efficient base catalyzed alkylation reactions with aziridine electrophiles.
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.
Moss
Thomas A
TA
School of Chemistry, The University of Manchester, Oxford Road, Manchester, UKM13 9PL.
Alba
Aurelie
A
Hepworth
David
D
Dixon
Darren J
DJ
D000478:Alkylation; D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D006573:Heterocyclic Compounds, 1-Ring / Q000737:chemistry*; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D001388:Aziridines; D004952:Esters; D006573:Heterocyclic Compounds, 1-Ring; D009943:Organophosphorus Compounds; C116638:BEMP phosphazene