Synthesis of the proposed structure of phaeosphaeride A

Org Biomol Chem. 2011 Aug 21;9(16):5825-32. doi: 10.1039/c1ob05612c. Epub 2011 Jul 5.

Abstract

The first total synthesis of the proposed structure of phaeosphaeride A has been achieved via six-membered-ring formation by means of an intramolecular vinyl-anion aldol reaction as the key step. This synthesis suggests a revised configurational assignment for phaeosphaeride A.

MeSH terms

  • Aldehydes / chemistry
  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
  • Fungi / chemistry
  • Models, Molecular
  • STAT3 Transcription Factor / antagonists & inhibitors*

Substances

  • Aldehydes
  • Bridged Bicyclo Compounds, Heterocyclic
  • STAT3 Transcription Factor
  • phaeosphaeride A
  • 3-hydroxybutanal