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Synthèse de glycophanes à partir du D-glucal

Abstract : The aim of this work was the design and synthesis of symmetrical glycophanes from D-glucal. Glycophanes may be considered as sugar-cyclophanes hybrids. Having prepared unsaturated O-glycosides and unsaturated alkyl bis-2,3-O-glycosides by a Ferrier rearrangement, we synthetized bifunctional precursors for various reactions of macrocyclization: propargyl-ethers for the reaction of Glaser; azido-alkynes for the reaction of Huisgen and sugar amino-acids for the peptide coupling. The conditions of dilution allowed us to obtain C2 symmetric molecule-cages which were deprotected for complexation purposes.
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https://hal.univ-lorraine.fr/tel-01748544
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Gildas Rogatien Balou. Synthèse de glycophanes à partir du D-glucal. Autre. Université Henri Poincaré - Nancy 1, 2008. Français. ⟨NNT : 2008NAN10096⟩. ⟨tel-01748544⟩

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