title: Propargyl 1,2-orthoesters for stereoselective synthesis of thioglycosides and 1-thiotrehaloses.
abstract: Various thiosaccharides and 1-thiotrehaloses were synthesized exploiting salient features of gold-catalyzed glycosidation repertoire using alkynyl 1,2-orthoesters as glycosyl donors. The reaction was found to be general, high yielding, diastereoselective, fast, mild and catalytic.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education & Research, Pune 411 008, India.
authors.forename: Boddu
authors.initials: B
authors.lastname: Venkateswara Rao
authors.affiliation: Department of Chemistry, Indian Institute of Science Education & Research, Pune 411 008, India.
authors.forename: Sujit
authors.initials: S
authors.lastname: Manmode
authors.affiliation: Department of Chemistry, Indian Institute of Science Education & Research, Pune 411 008, India. Electronic address: s.hotha@iiserpune.ac.in.
authors.forename: Srinivas
authors.initials: S
authors.lastname: Hotha
mesh_terms: D002384:Catalysis; D004952:Esters; D006046:Gold / Q000737:chemistry*; D055772:Green Chemistry Technology; D015394:Molecular Structure; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013865:Thioglycosides / Q000138:chemical synthesis*; D014199:Trehalose / Q000138:chemical synthesis*
chemical_list: D004952:Esters; D013438:Sulfhydryl Compounds; D013865:Thioglycosides; D006046:Gold; D014199:Trehalose
keywords: 1-Thiotrehaloses; Gold catalysis; Orthoesters; Thioglycosides