NEW SYNTHETIC APPROACH TO FUNCTIONALIZED α METHYLENE γ BUTYROLACTAMS. A NEW ACCESS TO β HYDROXYMETHYLATED MODELS OF HIGH SYNTHETIC POTENTIALITY <br/> α MÉTHYLÈNE γ BUTYROLACTAMES Á HAUT POTENTIEL SYNTHÉTIQUE. SYNTHÈSE DES DÉRIVÉS γ ALKYLÉS β HYDROXYMÉTHYLÉS

  • GWENAËLLE LIBERGE
    Université Lille Nord de France, F-59000 Lille, France
  • STEPHANE LEBRUN
    Université Lille Nord de France, F-59000 Lille, France
  • ANDAXEL COUTURE
    Université Lille Nord de France, F-59000 Lille, France
  • PIERRE GRANDCLAUDON
    Université Lille Nord de France, F-59000 Lille, France
    pierre.grandclaudon@univ-lille1.fr

Abstract

A new technique for the elaboration of α-methylene-γ-butyrolactams hydroxymethylated at the β-position has been developed. This new synthetic approach is based upon the preliminary assembly of N protected and γ-carboxylated analogues. A subsequent reduction / elimination sequence and ultimate N-deprotection completed the synthesis of the titled compounds.

Cuvinte cheie

cyclization elimination enolate lactams transesterification