title: A novel strategy for oligosaccharide synthesis via temporarily deactivated S-thiazolyl glycosides as glycosyl acceptors.
abstract: A new glycosylation strategy that allows chemoselective activation of the S-thiazolyl (STaz) moiety of a glycosyl donor over the temporarily deactivated glycosyl acceptor, bearing the same anomeric group, has been developed. This deactivation is achieved by engaging of the STaz moiety of the glycosyl acceptor into a stable palladium(II) complex. Therefore, obtained disaccharides are then released from the complex by simple ligand exchange. [reaction: see text]
authors.affiliation: Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, MO 63121, USA.
authors.forename: Papapida
authors.initials: P
authors.lastname: Pornsuriyasak
authors.forename: Umesh B
authors.initials: UB
authors.lastname: Gangadharmath
authors.forename: Nigam P
authors.initials: NP
authors.lastname: Rath
authors.forename: Alexei V
authors.initials: AV
authors.lastname: Demchenko
mesh_terms: D004187:Disaccharides / Q000138:chemical synthesis; D006027:Glycosides / Q000737:chemistry; D006031:Glycosylation; D009844:Oligosaccharides / Q000138:chemical synthesis*; D010165:Palladium; D013844:Thiazoles / Q000737:chemistry
chemical_list: D004187:Disaccharides; D006027:Glycosides; D009844:Oligosaccharides; D013844:Thiazoles; D010165:Palladium