18311-30-3Relevant academic research and scientific papers
Stereoselective Epimerizations of Glycosyl Thiols
Doyle, Lisa M.,O'Sullivan, Shane,Di Salvo, Claudia,McKinney, Michelle,McArdle, Patrick,Murphy, Paul V.
supporting information, p. 5802 - 5805 (2017/11/10)
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 SnCl4 promoted their axial-to-equatorial epimerization. The method included application for stereoselective β-d-manno- and β-l-rhamnopyranosyl thiol formation. Complex formation explains the equatorial preference when using SnCl4, whereas TiCl4 can shift the equilibrium toward the 1,2-cis thiol via 1,3-oxathiolane formation.
Synthesis and hemolytic activity of some hederagenin diglycosides
Chwalek, Martin,Ple, Karen,Voutquenne-Nazabadioko, Laurence
, p. 965 - 971 (2007/10/03)
Glycosylation of hederagenin with the trichloroacetimidate derivatives of six commercial disaccharides (D-cellobiose, D-lactose, D-maltose, D-melibiose, D-gentiobiose, D-isomaltose) was performed giving the protected saponins in high yields. Deprotection
Disaccharide-Derived 2-Oxo- and 2-Oximinoglycosyl Bromides: Novel, Conveniently Accessible Building Blocks for the Expedient Construction of Oligosaccharides with α-D-Glucosamine, β-D-Mannose, and β-D-Mannosamine as Constituent Sugars
Lichtenthaler, Frieder W.,Kaji, Eisuke,Weprek, Sabine
, p. 3505 - 3515 (2007/10/02)
A concise, practical, large-scale adaptable approach has been developed for the transformation of bulk disaccharides such as lactose, maltose, and cellobiose into disaccharide building blocks suitably functionalized for direct glycobiosylation, i.e., benz
