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Paper | Regular issue | Vol 57, No. 9, 2002, pp.1599-1614
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9484
A New General Route to Novel Azomethine Ylides for Cycloaddition Reactions

François-Xavier Lery, Nicole Kunesch, Pascal George, and Henri-Philippe Husson*

*Laboratoire de Pharmacognosie,UMR 8638 associee au CNRS, Faculté des Sciences Pharmaceutiques et Biologiques, Université René Descartes, 4, Avenue de l’Observatoire, 75270 Paris Cedex, France

Abstract

A general method providing access to stabilized azomethine ylides generated from substituted 1,3- and 3,1-aryloxazines was developed. A two-step sequence based on 1,3-dipolar cycloaddition reactions with N-arylmaleimides was elaborated to give a series of highly substituted pyrrolopyrrolidines in good yields.