title: New conformationally locked thioderivatives of mannose: synthesis, applications, and mechanistic studies.
abstract: Tetrathiomolybdate has been used as an efficient sulfur-transfer reagent in the synthesis of a number of thiolevomannosan derivatives having an axial-rich 1C4 conformation. An unprecedented synthesis of a novel thioorthoester and its synthetic utility in glycosylation has been demonstrated. This is a general and efficient method for the synthesis of conformationally locked thiosugars.
authors.affiliation: Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India.
authors.forename: Kirubakaran
authors.initials: K
authors.lastname: Sivapriya
authors.forename: Srinivasan
authors.initials: S
authors.lastname: Chandrasekaran
mesh_terms: D002236:Carbohydrate Conformation; D002241:Carbohydrates / Q000138:chemical synthesis / Q000737:chemistry; D006031:Glycosylation; D008358:Mannose / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D002241:Carbohydrates; D013438:Sulfhydryl Compounds; D008358:Mannose