Electrochemical Generation of Glycosyl Triflate Pools
Journal of the American Chemical Society2007Vol. 129(35), pp. 10922–10928
Citations Over TimeTop 10% of 2007 papers
Toshiki Nokami, Akito Shibuya, Hiroaki Tsuyama, Seiji Suga, Albert A. Bowers, David Crich, Jun‐ichi Yoshida
Abstract
Glycosyl triflates, which serve as important intermediates in glycosylation reactions, were generated and accumulated by the low-temperature electrochemical oxidation of thioglycosides such as thioglucosides, thiogalactosides, and thiomannosides in the presence of tetrabutylammonium triflate (Bu(4)NOTf) as a supporting electrolyte. Thus-obtained solutions of glycosyl triflates (glycosyl triflate pools) were characterized by low-temperature NMR measurements. The thermal stability of glycosyl triflates and their reactions with glycosyl acceptors were also examined.
Related Papers
- → Electrochemical Generation of Glycosyl Triflate Pools(2007)123 cited
- → One-pot synthesis of O-glycosyl triazoles by O-glycosylation–click reaction(2013)10 cited
- → Glycosylation of alcohols using glycosyl boranophosphates as glycosyl donors(2013)4 cited
- → C-Glycosylation of Substituted β-Naphthols with Trichloroacetimidate Glycosyl Donors(2018)1 cited
- → ChemInform Abstract: Glycosylation of Alcohols Using Glycosyl Boranophosphates as Glycosyl Donors.(2013)