Literature DB >> 17696345

Electrochemical generation of glycosyl triflate pools.

Toshiki Nokami1, 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.

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Year:  2007        PMID： 17696345      PMCID： PMC4658653          DOI： 10.1021/ja072440x

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  51 in total

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