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  • Title: Galacto, gluco, manno, and disaccharide-based C-glycosides of 2-amino-2-deoxy sugars.
    Author: Grant L, Liu Y, Walsh KE, Walter DS, Gallagher T.
    Journal: Org Lett; 2002 Dec 26; 4(26):4623-5. PubMed ID: 12489945.
    Abstract:
    [reaction: see text] Starting from readily available precursors, selenoglycosides derived from GalNAc, GlcNAc, and ManNAc were prepared by either a one- or a two-step process. The anomeric selenides underwent facile C-Se homolysis to provide the corresponding anomeric radicals, which were trapped with alkenes to give C-glycosides. This provides a general entry to alpha-C-glycosides based on 2-amino-2-deoxy sugars that is also applicable to disaccharide variants.
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