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A protecting group-free approach to C-glycosides using the Ramberg-Backlund reaction

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JournalTetrahedron Letters
DatePublished - 26 Dec 2005
Issue number52
Volume46
Number of pages6
Pages (from-to)9043-9048
Original languageEnglish

Abstract

The one-pot conversion of unprotected monosaccharides directly into benzyisulfonylmethylene C-glycosides via a Horner-Wadsworth-Emmons/ring closure process is reported. Similar reactions giving sulfone-linked disaccharides are also discussed. One-pot transformations of unprotected monosaccharides to give styrenyl C-glycosides, by a tandem Horner Wadsworth-Emmons/ring closure-halogenation/Ramberg-Backlund sequence, is then described. (c) 2005 Elsevier Ltd. All rights reserved.

    Research areas

  • C-glycosides, C-disaccharides, tandem reactions, Ramberg, Backlund, BIOLOGICAL EVALUATION, CONFORMATIONAL BEHAVIOR, LINKED DISACCHARIDES, ANALOG, BINDING, ROUTE, POLYSACCHARIDES, GLYCOSYLATION, GLYCOMIMETICS, TRISACCHARIDE

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