Efficient base catalyzed alkylation reactions with aziridine electrophiles

Thomas A. Moss; Aurelie Alba; David Hepworth; Darren J. Dixon

doi:10.1039/B802447B

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Efficient base catalyzed alkylation reactions with aziridine electrophiles†

Thomas A. Moss,^a Aurelie Alba,^a David Hepworth^b and Darren J. Dixon*^a

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* Corresponding authors

^a School of Chemistry, The University of Manchester, Oxford Road, Manchester, UK
E-mail: Darren.Dixon@man.ac.uk
Fax: +44 (0)161 2754939
Tel: +44 (0)161 2751426

^b Pfizer Global Research & Development, Ramsgate Road, Sandwich, Kent, UK

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.

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Supplementary files

Experimental procedures, and spectral data for compounds 2b, 2f, 3a–p, 6, 7 and 8a–b PDF (9685K)

Article information

DOI: https://doi.org/10.1039/B802447B
Article type: Communication
Submitted: 12 Feb 2008
Accepted: 03 Mar 2008
First published: 27 Mar 2008

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Chem. Commun., 2008, 2474-2476

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Efficient base catalyzed alkylation reactions with aziridine electrophiles

T. A. Moss, A. Alba, D. Hepworth and D. J. Dixon, Chem. Commun., 2008, 2474 DOI: 10.1039/B802447B

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Chemical Communications

Efficient base catalyzed alkylation reactions with aziridine electrophiles†

Abstract

Supplementary files

Article information

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Efficient base catalyzed alkylation reactions with aziridine electrophiles

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