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  • Trifluoroethylsulfonate protected monosaccharides in glycosylation reactions

    Author(s)
    A. Karst, Nathalie
    F. Islam, Tasneem
    Y. Avci, Fikri
    J. Linhardt, Robert
    Griffith University Author(s)
    Islam, Tasneem
    Year published
    2004
    Metadata
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    Abstract
    A variety of sulfo-protected monosaccharide donors and acceptors were investigated in glycosylation reactions. Trifluoroethylsulfonate (SO3TFE) group was compatible with a wide range of activation conditions commonly used with fluoride, imidate, and sulfide donors. In addition, the influence of a SO3TFE group, at the critical 2-position in glycosyl donor, on the stereoselectivity of the glycosylation reaction was studied.A variety of sulfo-protected monosaccharide donors and acceptors were investigated in glycosylation reactions. Trifluoroethylsulfonate (SO3TFE) group was compatible with a wide range of activation conditions commonly used with fluoride, imidate, and sulfide donors. In addition, the influence of a SO3TFE group, at the critical 2-position in glycosyl donor, on the stereoselectivity of the glycosylation reaction was studied.
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    Journal Title
    Tetrahedron Letters
    Volume
    45
    Issue
    34
    Publisher URI
    http://www.elsevier.com/locate/tetlet
    DOI
    https://doi.org/10.1016/j.tetlet.2004.06.131
    Subject
    Medicinal and Biomolecular Chemistry
    Organic Chemistry
    Publication URI
    http://hdl.handle.net/10072/27697
    Collection
    • Journal articles

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