American Chemical Society
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Substituted Aziridines by Lithiation−Electrophile Trapping of Terminal Aziridines

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journal contribution
posted on 2005-03-17, 00:00 authored by David M. Hodgson, Philip G. Humphreys, John G. Ward
Regio- and stereoselective deprotonation of N-Bus (Bus = tert-butylsulfonyl)-protected terminal aziridines with lithium 2,2,6,6-tetramethylpiperidide generates a nonstabilized (H-substituted) aziridinyl anion that undergoes in situ or external electrophile trapping under experimentally straightforward conditions to give trans-disubstituted aziridines in good to excellent yields.