Royal Society of Chemistry, Organic and Biomolecular Chemistry, 23(13), p. 6573-6579
DOI: 10.1039/c5ob00851d
Full text: Unavailable
De-protected arabino N-glycosyl sulfamides, sulfonamides and sulfamates were found to mutarotate and convert from the furanose to the thermodynamically more stable pyranose form in aqueous solution. The presence of a strongly electron withdrawing group in the alkyl chain stopped mutarotation and furanose / pyranose equilibration, allowing the isolation of the first unprotected furanose N-glycosyl sulfonamide.