Alternative total synthesis of dendrodolide-L

Nat Prod Res. 2020 Nov;34(21):3089-3093. doi: 10.1080/14786419.2019.1608543. Epub 2019 May 20.

Abstract

A new synthetic route for the total synthesis of dendrodolide-L has been developed from known chiral epoxides. The key reactions involved in this synthesis are regioselective ring-opening of epoxide, Yamaguchi esterification and ring-closing metathesis reactions (RCM) to result the target compound.

Keywords: Dendrodolide-L; Yamaguchi esterification and ring-closing metathesis; ozonolysis.

MeSH terms

  • Epoxy Compounds / chemical synthesis
  • Epoxy Compounds / chemistry*
  • Esterification
  • Lactones / chemical synthesis
  • Lactones / chemistry
  • Macrolides / chemical synthesis*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Epoxy Compounds
  • Lactones
  • Macrolides