Double diastéréosélectivité de la cycloaddition dipolaire-1, 3 d'ylures d'azométhine cycliques substitués

T Lakhlifi, A Sedqui, T Fathi, B Laude…

Index: Lakhlifi, Tahar; Sedqui, Ahmed; Fathi, Toufik; Laude, Bernard; Robert, Jean-Francois Canadian Journal of Chemistry, 1994 , vol. 72, # 6 p. 1417 - 1423

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Citation Number: 14

Abstract

Seven derivatives of methyl 5-phenyl-3, 4-dihydro-2 H-pyrrole-2-carboxylates 1 were synthetized. These compounds are precursors of pentagonal cyclic azomethine ylids, the two sides of which are diastereotopic. The 1, 3-dipolar species react with N-methyl and N- phenylmaleimides diastereospecifically. The approach of the reactant species occurs from the less hindered side of the 1, 3-dipole and in endo to lead the thermodynamically stable ...