Synthèse d'analogues de nucléosides à partir d'exo-glycals

Abstract : I have prepared nucleoside mimics and particularly spironucleosides, which are less represented in the family of nucleosides analogues. To this end, I used a unique family of starting materials which were activated exo-glycals. Activated exo-glycals incorporate an exocyclic insaturation at the anomeric position of a sugar ring, and are easily obtain by Wittig reaction between a sugar lactone and a suitable Wittig reagent. So two main parts must be distinguished in my thesis, the first one which deals with the facile syntheses of acyclic or bicyclic annelated or spiro C-nucleosides analogues from activated exo-glycal, in multi-steps strategy and the second one centered around the synthesis of sugar spiroheterocycles in anomeric position in one step by 1,3 dipolar cycloaddition of nitrones or nitrile oxide on activated exo-glycals under micro-waves irradiation.
Mots-clés : Nucléosides-Analogues
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Gérald Enderlin. Synthèse d'analogues de nucléosides à partir d'exo-glycals. Autre [cond-mat.other]. Université Henri Poincaré - Nancy 1, 2006. Français. ⟨NNT : 2006NAN10154⟩. ⟨tel-01754285⟩



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