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Updated: Jun 12, 2026

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
General access to chiral N-alkyl terminal aziridines via organocatalysis
Olugbeminiyi O Fadeyi1, Michael L Schulte, Craig W Lindsley
1Department of Chemistry, Vanderbilt Institute of Chemical Biology, Vanderbilt University Medical Center, Nashville, Tennessee 37232, USA.
Abstract:
A three step, one-pot protocol involving enantioselective alpha-chlorination of aldehydes, subsequent reductive amination with a primary amine, and S(N)2 displacement to afford chiral N-alkyl terminal aziridines in 40-65% yield (74-87%/step) and, in most cases, >90% ee is reported.
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