Electrochemically Generated ArS(ArSSAr)+B(C6F5)4- as an Activator of Thioglycosides for Glycosylation

• Saito Kodai

  Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University

• Saigusa Yoshihiro

  Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University

• Nokami Toshiki

  Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University

• Yoshida Jun-ichi

  Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University

Bibliographic Information

Other Title

• Electrochemically Generated ArS(ArSSAr)+B(C6F5)4− as an Activator of Thioglycosides for Glycosylation

Abstract

Electrochemically generated ArS(ArSSAr)⁺ was found to be an effective activator for glycosylation of thioglycosides. Efficiency of the reaction strongly depends on the nature of the counter anion, and B(C₆F₅)₄⁻ was the most effective among those examined. The method was applicable to various glyocosyl donors including thiogalactosides and thiomannosides and various acceptors including those having secondary hydroxy groups.

Journal

• Chemistry Letters

  Chemistry Letters 40 (7), 678-679, 2011

  The Chemical Society of Japan

Keywords

• General Chemistry

Details

• CRID: 1390001204587584128
• NII Article ID: 10029280357
• NII Book ID: AA00603318
• DOI: 10.1246/cl.2011.678
• COI: 1:CAS:528:DC%2BC3MXpslygsbg%3D
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/40/7/678/55604667/cl.2011.678.pdf
• Text Lang: en
• Data Source:
  • JaLC
  • Crossref
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed