Total synthesis of brevenal

J Am Chem Soc. 2011 Mar 9;133(9):3208-16. doi: 10.1021/ja200089f. Epub 2011 Feb 15.

Abstract

This Article describes the total synthesis of the marine ladder toxin brevenal utilizing a convergent synthetic strategy. Critical to the success of this work was the use of olefinic-ester cyclization reactions and the utilization of glycal epoxides as precursors to C-C and C-H bonds.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Alkenes / chemistry
  • Cyclization
  • Dinoflagellida / chemistry*
  • Epoxy Compounds / chemistry
  • Ethers / chemical synthesis*
  • Marine Toxins / chemical synthesis
  • Polymers / chemical synthesis*

Substances

  • Alkenes
  • Epoxy Compounds
  • Ethers
  • Marine Toxins
  • Polymers
  • brevenal (polyether)