Synthesis of the ?-Rhamnopyranosides and the 6-Deoxy-?-mannoheptopyranosides

Authors

  • Sébastien Picard Centre de Recherche de Gif Institut de Chimie des Substances Naturelles CNRS AvenuedelaTerrasse 91198Gif-sur-Yvette, France
  • David Crich Centre de Recherche de Gif Institut de Chimie des Substances Naturelles CNRS AvenuedelaTerrasse 91198Gif-sur-Yvette, France;, Email: David.Crich@icsn.cnrs-gif.fr

DOI:

https://doi.org/10.2533/chimia.2011.59

Keywords:

Desulfurization, Glycosylation, Oligosaccharide synthesis, Radical reaction, Stereoselectivity

Abstract

A review is presented of the development of methods for the synthesis of ?-rhamnopyranosides and the related 6-deoxy-?-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.

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Published

2011-02-23

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Scientific Articles