Total synthesis based on the originally claimed structure of mucosin

Org Biomol Chem. 2016 Sep 28;14(36):8433-7. doi: 10.1039/c6ob01511e. Epub 2016 Aug 16.

Abstract

The first total synthesis aimed at the naturally occurring eicosanoid bicycle mucosin is reported. A practical route has been devised allowing the issues relating to the previous assignment of stereochemistry to be examined. X-ray crystallography was performed on a late stage intermediate to pinpoint the topological relationship displayed by the featured bicyclo[4.3.0]non-3-ene scaffold.

MeSH terms

  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry
  • Crystallography, X-Ray
  • Models, Molecular
  • Molecular Structure

Substances

  • Bridged Bicyclo Compounds, Heterocyclic
  • mucosin