title: Efficient activation of thioglycosides with N-(p-methylphenylthio)-ε-caprolactam-TMSOTf.
abstract: N-(p-Methylphenylthio)-ε-caprolactam (1) in combination with trimethylsilyl trifluoromethanesulfonate (TMSOTf) provides an efficient thiophilic promoter system, capable of activating different thioglycosides. Both 'armed' and 'disarmed' thioglycosyl donors were activated for glycosidic bond formation. Notably, this reagent combination works well in reactivity-based one-pot oligosaccharide assembly strategy.
authors.affiliation: Department of Chemistry, Jadavpur University, Kolkata 700 032, India.
authors.forename: Sajal Kumar
authors.initials: SK
authors.lastname: Maity
authors.forename: Nabamita
authors.initials: N
authors.lastname: Basu
authors.forename: Rina
authors.initials: R
authors.lastname: Ghosh
mesh_terms: D008698:Mesylates / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D013865:Thioglycosides / Q000737:chemistry*; D014297:Trimethylsilyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D008698:Mesylates; D013865:Thioglycosides; D014297:Trimethylsilyl Compounds; C053353:trimethylsilyl trifluoromethanesulfonate