Substituted aziridines by lithiation-electrophile trapping of terminal aziridines.

Journal article

[reaction: see text] 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.

Authors: Hodgson, D; Humphreys, P; Ward, J

• Publication status: Published
• Journal: Organic letters
• Volume: 7
• Issue: 6
• Pages: 1153-1156
• Publication date: 2005-03-01
• DOI: 10.1021/ol050060f
• EISSN: 1523-7052
• ISSN: 1523-7060
• Language: English