New conformationally locked thioderivatives of mannose: synthesis, applications, and mechanistic studies.
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.
Sivapriya
Kirubakaran
K
Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India.
Chandrasekaran
Srinivasan
S
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
D002241:Carbohydrates; D013438:Sulfhydryl Compounds; D008358:Mannose