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Synthesis 1995; 1995(9): 1147-1150
DOI: 10.1055/s-1995-4067
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Pyrrolidines by 1,3-Dipolar Cycloaddition of Conjugated Azomethine Ylides

Iain Coldham* , Alan J. Collis, Roger J. Mould, Denise E. Robinson
  • *Department of Chemistry, University of Exeter, Stocker Road, Exeter EX4 4QD, England, Fax +44(1392)263434
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Publication Date:
31 December 2000 (online)

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Completely endo selective 1,3-dipolar cycloadditions are observed between the azomethine ylide 5 and a variety of dipolarophiles. The azomethine ylide 5 can be generated by thermal ring opening of aziridine 4. Formation of the aziridine and cycloaddition can occur smoothly in a one-pot procedure.

dipolar cycloaddition - azomethine ylide - aziridine - pyrrolidine