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Evolution de quelques isoxazolidines en milieu basique
Authors:M. Joucla  J. Hamelin  R. Carrie
Affiliation:Laboratoire de recherches du S.E.A.R.A., rue Fonteneau, 49000 Angers, France;Groupe de Recherches de Physicochimie Structurale, U.E.R. Structure et Propriétés de la Matière, Université de Rennes, B.P. 25 A, 35031 Rennes, France
Abstract:The reaction of sodium methylate with 2-phenyl-3-benzoyl (or 3-phenyl) isoxazolidine leads, depending on the substituents of the heterocycle, to enamines, hydroxy lactams, enol lactams resulting from cleavage or rearrangement of the isoxazolidine. Formation of enamines in the reaction mixture during the course of the cycloaddition between C-benzoyl N-phenyl nitrone and certain olefins is due to hydrogen abstraction at carbon 3 of the isoxazolidine ring by the nitrone.
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