Contemporary Synthetic Strategies toward seco-Prezizaane Sesquiterpenes from Illicium Species

J Org Chem. 2018 Dec 21;83(24):14843-14852. doi: 10.1021/acs.joc.8b02802. Epub 2018 Dec 7.

Abstract

Since the elucidation of the structure of anisatin in the late 1960s, sesquiterpene lactones from various Illicium species of plants have captivated synthetic chemists worldwide, resulting in a large body of synthetic work. In particular, Illicium sesquiterpenes containing the seco-prezizaane carbon framework have seen immense interest in recent years owing to desirable structural and medicinal attributes. This synopsis will focus on recently developed synthetic strategies to access these compact, highly oxidized terpenoids.

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

  • Chemistry Techniques, Synthetic
  • Illicium / chemistry*
  • Lactones / chemistry
  • Models, Molecular
  • Molecular Conformation
  • Sesquiterpenes / chemical synthesis*
  • Sesquiterpenes / chemistry*
  • Spiro Compounds / chemistry

Substances

  • Lactones
  • Sesquiterpenes
  • Spiro Compounds
  • anisatin