A highly stereocontrolled total synthesis of dysiherbaine

Chem Commun (Camb). 2007 Oct 28:(40):4158-60. doi: 10.1039/b709627e. Epub 2007 Aug 6.

Abstract

A total synthesis of dysiherbaine, a potent agonist of AMPA-KA type glutamate receptors, has been accomplished in completely stereocontrolled manner starting from tri-O-acetyl-D-galactal in 25 steps and in 3% overall yield.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alanine / analogs & derivatives*
  • Alanine / chemical synthesis
  • Alanine / chemistry
  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry
  • Molecular Structure
  • Stereoisomerism

Substances

  • Bridged Bicyclo Compounds, Heterocyclic
  • dysiherbaine
  • Alanine