title: Synthesis of mixed glycosyl disulfides/selenenylsulfides using benzyltriethylammonium tetrathiomolybdate as a sulfur transfer reagent.
abstract: An easy and mild method has been developed for the synthesis of mixed glycosyl disulfides/selenenylsulfides from glycosyl halides and diaryl/dialkyl dichalcogenides in the presence of benzyltriethylammonium tetrathiomolybdate [(BnEt3N)2MoS4]. The salient feature of this method is the sulfur transfer from [BnEt3N]2MoS4 to form glycosyl disulfides which with excess tetrathiomolybdate further undergo exchange reaction with other dichalcogenides in a one-pot operation.
authors.affiliation: Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India.
authors.forename: Cheerladinne
authors.initials: C
authors.lastname: Venkateswarlu
authors.affiliation: Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India.
authors.forename: Vibha
authors.initials: V
authors.lastname: Gautam
authors.affiliation: Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India. Electronic address: scn@orgchem.iisc.ernet.in.
authors.forename: Srinivasan
authors.initials: S
authors.lastname: Chandrasekaran
mesh_terms: D060326:Chemistry Techniques, Synthetic; D004220:Disulfides / Q000138:chemical synthesis* / Q000737:chemistry*; D006031:Glycosylation; D007202:Indicators and Reagents / Q000737:chemistry; D008982:Molybdenum / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D012643:Selenium / Q000737:chemistry*; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry*
chemical_list: D004220:Disulfides; D007202:Indicators and Reagents; D000644:Quaternary Ammonium Compounds; D013455:Sulfur; D008982:Molybdenum; C020809:tetrathiomolybdate; D012643:Selenium; C556155:benzyltriethylammonium
keywords: Disulfide exchange; Glycosyl halide; Mixed glycosyl disulfide; Selenenylsulfide; Sulfur transfer; Tetrathiomolybdate