Palladium catalyzed stereoselective C-glycosylation of glycals with enol triflates

Org Lett. 2011 Oct 21;13(20):5648-51. doi: 10.1021/ol202368n. Epub 2011 Sep 28.

Abstract

An efficient palladium catalyzed C-glycosylation of glycals with enol triflates has been established. The coupling reactions took place on the anomeric carbon, and the coupling products gave exclusively α isomers. The flexibility of the reaction was exemplified by the broad spectra of substrate scope, constituted of glycals protected with good leaving groups as well as an assortment of enol triflates.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrates / chemistry*
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Glycosides / chemistry*
  • Glycosylation
  • Mesylates / chemistry*
  • Palladium / chemistry*
  • Stereoisomerism

Substances

  • Carbohydrates
  • Glycosides
  • Mesylates
  • Palladium