Total synthesis of (-)-domoic acid, a potent ionotropic glutamate receptor agonist and the key compound in oceanic harmful algal blooms

Org Biomol Chem. 2023 Feb 22;21(8):1653-1656. doi: 10.1039/d2ob02325c.

Abstract

The stereo-controlled total synthesis of (-)-domoic acid is described. The critical construction of the C1'-C2' Z-configuration was accomplished by taking advantage of an unsaturated lactam structure. The side chain fragment was introduced in the final stages of synthesis through a modified Julia-Kocieński reaction, aiming for its efficient derivatization.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Harmful Algal Bloom*
  • Kainic Acid
  • Receptors, Ionotropic Glutamate*

Substances

  • domoic acid
  • Receptors, Ionotropic Glutamate
  • Kainic Acid