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Communication | Regular issue | Vol 60, No. 2, 2003, pp.289-298
Published online, 9th December, 2002
DOI: 10.3987/COM-02-9648
Introduction of an N1 Unit to Monoenes or 1,6-Dienes Using Chloramine-T-Silver Nitrate: A New Route to Aziridines or Bicyclic Pyrrolidines

Satoshi Minakata, Daisuke Kano, Ryoko Fukuoka, Yoji Oderaotoshi, and Mitsuo Komatsu*

*Department of Applied Chemistry, Graduate School of Science, Osaka University, 2-1 Yamadaoka, Suita, Osaka 560-0871, Japan


Aziridine derivatives are synthesized from a variety of olefins using commercially available Chloramine-T as a nitrogen source in the presence of AgNO3. The method is applicable to a tandem cyclization of 1,6-dienes accompanied by an N1 unit incorporation to afford bicyclic pyrrolidine derivatives.