The total synthesis of gambierol

J Am Chem Soc. 2005 Jan 26;127(3):848-9. doi: 10.1021/ja043396d.

Abstract

This communication describes the total synthesis of the marine polyether toxin, gambierol. This work couples our iterative C-glycoside/enol ether-olefin metathesis strategy to the subunits with a unique olefin metathesis/carbonyl olefination reaction to bring the subunits together.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Ciguatoxins / chemical synthesis*
  • Dinoflagellida / chemistry
  • Ethers, Cyclic / chemical synthesis*
  • Glycosides / chemistry
  • Polycyclic Compounds / chemical synthesis*

Substances

  • Ethers, Cyclic
  • Glycosides
  • Polycyclic Compounds
  • gambierol
  • Ciguatoxins