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Efficient activation of thioglycosides with N-(p-methylphenylthio)-ε-caprolactam-TMSOTf
Sajal Kumar Maity1, Nabamita Basu, Rina Ghosh
1Department of Chemistry, Jadavpur University, Kolkata 700 032, India.
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.
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