A stable, commercially available sulfenyl chloride for the activation of thioglycosides in conjunction with silver trifluoromethanesulfonate

Carbohydr Res. 2008 Jul 21;343(10-11):1858-62. doi: 10.1016/j.carres.2008.03.002. Epub 2008 Mar 10.

Abstract

p-Nitrobenzenesulfenyl chloride is a stable commercially available sulfenyl chloride that, in conjunction with silver triflate, cleanly activates a wide range of thioglycosides for glycosylation at -78 degrees C in CH(2)Cl(2).

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Glycosylation
  • Mesylates / chemistry*
  • Nitrobenzenes / chemistry*
  • Thioglycosides / chemistry*

Substances

  • 4-nitrobenzenesulfonyl chloride
  • Mesylates
  • Nitrobenzenes
  • Thioglycosides
  • trifluoromethanesulfonic acid