An expedient synthesis of a functionalized core structure of bielschowskysin

Angew Chem Int Ed Engl. 2011 May 23;50(22):5149-52. doi: 10.1002/anie.201101360. Epub 2011 Apr 26.

Abstract

Photons in action: A five-step synthesis of a functionalized tricyclo[9.3.0.0]tetradecane ring system of the marine natural product bielschowskysin has been achieved through an exquisite intramolecular [2+2] photocycloaddition reaction of a macrocyclic precursor.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkanes / chemistry
  • Animals
  • Anthozoa / chemistry
  • Antimalarials / chemical synthesis*
  • Antimalarials / chemistry
  • Antimalarials / toxicity
  • Crystallography, X-Ray
  • Diterpenes / chemical synthesis*
  • Diterpenes / chemistry
  • Diterpenes / toxicity
  • Macrocyclic Compounds / chemistry
  • Molecular Conformation
  • Plasmodium falciparum / drug effects

Substances

  • Alkanes
  • Antimalarials
  • Diterpenes
  • Macrocyclic Compounds
  • bielschowskysin
  • n-tetradecane