Palladium-catalyzed Ullmann-type reductive homocoupling of iodoaryl glycosides

J Org Chem. 2012 Mar 16;77(6):2971-7. doi: 10.1021/jo2025652. Epub 2012 Mar 7.

Abstract

A catalytic synthesis of novel biaryl-linked divalent glycosides was achieved using an electroreductive palladium-catalyzed iodoaryl-iodoaryl coupling reaction. This new method was optimized for the synthesis of divalent biaryl-linked mannopyranosides that was subsequently generalized toward several carbohydrate substrates with yields up to 96%.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrates / chemistry*
  • Catalysis
  • Cross-Linking Reagents / chemistry*
  • Glycosides / chemistry*
  • Molecular Structure
  • Palladium / chemistry*

Substances

  • Carbohydrates
  • Cross-Linking Reagents
  • Glycosides
  • Palladium