Synthesis of the beta-rhamnopyranosides and the 6-deoxy-beta-mannoheptopyranosides

Chimia (Aarau). 2011;65(1-2):59-64. doi: 10.2533/chimia.2011.59.

Abstract

A review is presented of the development of methods for the synthesis of beta-rhamnopyranosides and the related 6-deoxy-beta-mannoheptopyranosides based on the 4,6-O-alkylidene directed synthesis of mannopyranosides and their 6-thia derivatives followed by selective reduction at the 6-position. Applications to total synthesis of complex bacterial oligosaccharides containing the title moieties are presented.

Publication types

  • Review

MeSH terms

  • Carbohydrate Sequence
  • Mannose / analogs & derivatives
  • Mannose / chemical synthesis*
  • Mannose / chemistry
  • Molecular Sequence Data
  • Rhamnose / analogs & derivatives
  • Rhamnose / chemical synthesis*
  • Rhamnose / chemistry

Substances

  • Mannose
  • Rhamnose