Two-Step Synthesis of N-Sulfonyl Aziridines from Epoxides

Jianhui Huang; Peter O’Brien

doi:10.1055/s-2006-926282

PAPER

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;

Abstract

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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.

Key words

epoxides - ring opening - sulfonamides - aziridines

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