4.8 Article

Substituted aziridines by lithiation-electrophile trapping of terminal aziridines

Journal

ORGANIC LETTERS
Volume 7, Issue 6, Pages 1153-1156

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol050060f

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[GRAPHICS] 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.

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