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Synthesis 1998; 1998(1): 56-62
DOI: 10.1055/s-1998-1994
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Synthesis of a Fucose Hexasaccharide

Michael Ludewig* , Joachim Thiem
  • *Institut für Organische Chemie, Universität Hamburg, Martin-Luther-King-Platz 6, D-20146 Hamburg, Germany; Fax + 49(40)41 23 43 25; E-mail: thiem@chemie.uni-hamburg.de
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Publication History

Publication Date:
31 December 2000 (online)

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The facile synthesis of homogeneously α, 1 → 2 interglycosidically linked fucose hexasaccharide 17 via the disaccharide methylthio donor 10 is reported. Compound 10 in turn was synthesised from a monosaccharide thiomethyl precursor in three consecutive steps. Glycosylation employing thioglycosides activated by copper bromide/tetrabutylammonium bromide proved to be selective for the formation of α-glycosidic linkages.

thioglycoside-mediated glycosylation - oligomerisation - hexasaccharide - fucose

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