A facile Er(OTf)3-catalyzed synthesis of 2,3-unsaturated O- and S-glycosides

Carbohydr Res. 2007 Oct 15;342(14):2125-31. doi: 10.1016/j.carres.2007.05.034. Epub 2007 Jun 7.

Abstract

Er(OTf)(3) is a useful catalyst for the Ferrier rearrangement furnishing high yields of O- and S-glycosides. The transformation has wide applicability, cleaner reaction profiles, mild reaction conditions, and high stereoselectivity and the catalyst, which is also commercially available, can be recovered and reused.

MeSH terms

  • Catalysis
  • Glycosides / chemical synthesis*
  • Thioglycosides / chemical synthesis

Substances

  • Glycosides
  • Thioglycosides