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À propos de : First O-Glycosylation from Unprotected 1-ThioimidoylHexofuranosides Assisted by Divalent Cations        

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  • First O-Glycosylation from Unprotected 1-ThioimidoylHexofuranosides Assisted by Divalent Cations
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  • The preparation of O-hexofuranosides was accomplished from unprotected 1-thioimidoyl furanosides asdonors. The present methodology was first used for the synthesis of octyl galactofuranoside and furtherextended to d-galactofuranose-containing disaccharides. Within this study, we emphasized the need foradditional complexing cations to maintain the furanose ring in its initial size. After experimentation,calcium ion was first used concomitantly with trimethylsilyl trifluoromethanesulfonate, the latter beingable to activate the thioimidate and the former being likely to inhibit ring expansion. Moreover, animprovement was performed by using copper(II) trifluoromethanesulfonate which could then meet therequirements as both promoter and complexing agent.
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