Stereochemical Study of Puna'auic Acid, an Allenic Fatty Acid from the Eastern Indo-Pacific Cyanobacterium Pseudanabaena sp

Org Lett. 2018 Apr 20;20(8):2311-2314. doi: 10.1021/acs.orglett.8b00654. Epub 2018 Mar 29.

Abstract

The isolation and structure elucidation of puna'auic acid, an allenic fatty acid isolated from a marine cyanobacterium, is described. All configurations were first assessed through molecular modeling of NMR and ECD spectra and then confirmed through a straightforward enantioselective total synthesis of puna'auic acid featuring a key reductive opening of a propargylic epoxide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyanobacteria*
  • Fatty Acids
  • Molecular Structure
  • Stereoisomerism

Substances

  • Fatty Acids