Stereoselective C-glycosidation of unprotected D-glycals with trimethylsilyl cyanide

Chirality. 2003 Jan;15(1):10-6. doi: 10.1002/chir.10146.

Abstract

Unprotected glycals reacted with trimethylsilyl cyanide in the presence of a catalytic amount of a palladium compound to yield the 2,3-unsaturated glycosyl cyanides in high yield and in alpha-selectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyanides / chemistry*
  • Glycosides / chemical synthesis*
  • Glycosides / chemistry
  • Glycosylation
  • Indicators and Reagents
  • Molecular Structure
  • Stereoisomerism
  • Trimethylsilyl Compounds / chemistry*

Substances

  • Cyanides
  • Glycosides
  • Indicators and Reagents
  • Trimethylsilyl Compounds
  • trimethylsilyl cyanide