Total synthesis of (±)-kainic acid: a photochemical C-H carbamoylation approach

Org Lett. 2011 May 20;13(10):2674-7. doi: 10.1021/ol200772f. Epub 2011 Apr 19.

Abstract

A novel photochemical C-H carbamoylation of an octahydroisoindole derivative with PhNCO has allowed the authors to provide a unique access to a highly functionalized proline motif from which total synthesis of (±)-kainic acid, a bioactive marine alkaloid, has been accomplished.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Indole Alkaloids / chemical synthesis*
  • Indole Alkaloids / chemistry
  • Kainic Acid / analogs & derivatives*
  • Kainic Acid / chemical synthesis*
  • Kainic Acid / chemistry
  • Marine Biology
  • Molecular Structure
  • Stereoisomerism

Substances

  • Indole Alkaloids
  • Kainic Acid