Electrochemical generation of glycosyl triflate pools

Nokami, T; Shibuya, A; Tsuyama, H; Suga, S; Bowers, AA; Crich, D; Yoshida, J

HERO ID

1045524

Reference Type

Journal Article

Year

2007

Language

English

PMID

17696345

HERO ID 1045524
In Press No
Year 2007
Title Electrochemical generation of glycosyl triflate pools
Authors Nokami, T; Shibuya, A; Tsuyama, H; Suga, S; Bowers, AA; Crich, D; Yoshida, J
Journal Journal of the American Chemical Society
Volume 129
Issue 35
Page Numbers 10922-10928
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.
Doi 10.1021/ja072440x
Pmid 17696345
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English
Is Qa No