Gram-scale synthesis of (-)-epibatidine

Org Lett. 2005 Jul 7;7(14):2965-7. doi: 10.1021/ol050891l.

Abstract

[reaction: see text] A gram-scale approach toward (-)-epibatidine (1, naturally occurring enantiomer), a novel class of amphibian alkaloid, has been developed from readily available starting materials using mild and easily controlled reactions. The entire synthetic route is straightforward and convenient for gram-scale synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemical synthesis*
  • Alkaloids / chemistry
  • Amphibians
  • Animals
  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry
  • Molecular Structure
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Stereoisomerism

Substances

  • Alkaloids
  • Bridged Bicyclo Compounds, Heterocyclic
  • Pyridines
  • epibatidine