120703-60-8Relevant articles and documents
Glycosyl iodides are highly efficient donors under neutral conditions
Hadd, Michael J.,Gervay, Jacquelyn
, p. 61 - 69 (2007/10/03)
Glycosyl iodides have been prepared and subjected to glycosylation under neutral conditions. The reactions are highly efficient, giving α glycosides even with sterically demanding glycosyl acceptors. Glucosyl iodides react with allyl alcohol slowest and require refluxing conditions. Galactosyl iodides are intermediate in reactivity, providing the allyl glycoside in 3 h at room temperature, whereas glycosylation of fucosyl iodides occurs in less than 1 h under similar conditions. The scope and limitations of the reactions were demonstrated with a variety of acceptors, including an anomeric hydroxyl group, to give trehalose analogs. β-Selective glycosylation of glucosyl iodides, in the absence of C-2 participation, could be achieved by simply changing the solvent from benzene to acetonitrile. Copyright (C) 1999 Elsevier Science Ltd.
Synthesis of the H-disaccharide (2-O-α-L-fucopyranosyl-D-galactose) via the trichloroacetimidate method
Wegmann, Barbara,Schmidt, Richard R.
, p. 254 - 261 (2007/10/02)
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