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Issue 11, 1998
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Synthesis of symmetric difucopyranose dianhydrides

Abstract

By activation of methyl 3,4-O-isopropylidene-1-methyl thio-β-L-fucopyranoside (1) with copper bromide–tetrabutylammonium bromide, bis(3,4-O-isopropylidene-α-L->fucopyranose)-1,2′∶1′,2->dianhydride (2) with almost> C2-symmetry was obtained. Starting with the monosaccharide precursors 3 and 4 a corresponding activation led to the disaccharide derivative 5 which in turn was converted into the mixed D,L-dianhydride 7 employing an intramolecular imidate glycosylation.

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Article type: Paper
DOI: 10.1039/A801955J
Citation: J. Chem. Soc., Perkin Trans. 1, 1998,0, 1751-1752
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    Synthesis of symmetric difucopyranose dianhydrides

    M. Ludewig, D. Lazarević, J. Kopf and J. Thiem, J. Chem. Soc., Perkin Trans. 1, 1998, 0, 1751
    DOI: 10.1039/A801955J

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