Synthesis of the EFG Framework of Tamulamides A and B

Org Lett. 2019 Oct 4;21(19):8027-8030. doi: 10.1021/acs.orglett.9b03015. Epub 2019 Sep 16.

Abstract

Synthesis of the fused polycyclic ether motif comprising the EFG rings of the marine ladder polyethers tamulamides A and B has been achieved via two different etherification strategies. Ultimately, a reductive etherification approach proved most successful due to tolerance of the G ring substitution and provided the EFG 6,7,6 ring system in 58% yield.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Marine Toxins / chemical synthesis*
  • Marine Toxins / chemistry
  • Molecular Conformation
  • Oxocins / chemical synthesis*
  • Oxocins / chemistry
  • Stereoisomerism

Substances

  • Marine Toxins
  • Oxocins
  • tamulamide A
  • tamulamide B