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Stereoselective epimerizations of glycosyl thiols
(American Chemical Society, 2017-10-17)
Glycosyl thiols are widely used in stereoselective S-glycoside synthesis. Their epimerization from 1,2-trans to 1,2-cis thiols (e.g., equatorial to axial epimerization in thioglucopyranose) was attained using TiCl4, while ...
Influence of acyl groups on glucopyranoside reactivity in Lewis acid promoted anomerisation
(Elsevier, 2018-05-26)
Lewis acid promoted anomerisation has potential in O- or S-glycoside synthesis. Herein, the anomerisation kinetics of thirty-one β-d-glucopyranosides was determined to determine how particular acyl protecting groups and ...
Lewis acid promoted anomerisation of alkyl O- and S-xylo-, arabino- and fucopyranosides
(Elsevier, 2018-11-24)
Pentopyranoside and 6-deoxyhexopyranosides, such as those from d-xylose, l-arabinose and l-fucose are components of natural products, oligosaccharides or polysaccharides. Lewis acid promoted anomerisation of some of their ...