Synthesis 2006(3): 425-434  
DOI: 10.1055/s-2006-926282
PAPER
© Georg Thieme Verlag Stuttgart · New York

Two-Step Synthesis of N-Sulfonyl Aziridines from Epoxides

Jianhui Huang, Peter O’Brien*
Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK
Fax: +44(1904)432516; e-Mail: paob1@york.ac.uk;
Further Information

Publication History

Received 18 July 2005
Publication Date:
11 January 2006 (online)

Abstract

A convenient and high-yielding two-step synthesis of N-sulfonyl aziridines starting from epoxides is described. The method, which involves epoxide ring opening with sulfonamides and subsequent mesylation-cyclisation, is particularly suitable for variation of the N-sulfonyl substituent; 18 examples are presented.