Concise synthesis of marine natural products smenodiol and (-)-pelorol

Nat Prod Res. 2023 May;37(9):1505-1510. doi: 10.1080/14786419.2021.2023871. Epub 2022 Jan 11.

Abstract

A facile synthesis of marine natural product smenodiol has been achieved in 23.2% overall yield within 8 steps from readily available starting materials, which facilitates a concise synthesis of the marine natural product (-)-pelorol by employing a TMSOTf-mediated Friedel-Crafts reaction with a methyl ester in the aryl as the key step.

Keywords: (−)-pelorol; Friedel-Crafts reaction; Marine natural product; smenodiol.

MeSH terms

  • Biological Products*
  • Esters
  • Sesquiterpenes*

Substances

  • pelorol
  • Biological Products
  • Sesquiterpenes
  • Esters