Solution-Phase Hexasaccharide Synthesis Using Glucosyl Iodides

Oligosaccharides composed of 1,6-glucosyl residues have been prepared from glucosyl iodides. The reactions are highly stereoselective, giving the α-glycosides as the only isolated products in yields ranging from 84% to 94%. Oligomer synthesis can take place in an iterative 1 + 1 + 1 fashion or in a...

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Bibliographic Details
Published in:Organic letters 2002-06, Vol.4 (12), p.2039-2042
Main Authors: Lam, Son N, Gervay-Hague, Jacquelyn
Format: Article
Language:English
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Summary:Oligosaccharides composed of 1,6-glucosyl residues have been prepared from glucosyl iodides. The reactions are highly stereoselective, giving the α-glycosides as the only isolated products in yields ranging from 84% to 94%. Oligomer synthesis can take place in an iterative 1 + 1 + 1 fashion or in a convergent manner where dimer iodides serve as donors for higher order acceptors.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol025887d