Total synthesis, reactivity, and structural clarification of lindenatriene

James M. Eagan, Kyalo Stephen Kanyiva, Masahiro Hori, Scott A. Snyder*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of lindenatriene (1) and iso-lindenatriene (12) were achieved, along with the des-hydroxy model compounds (10 and 18, respectively), and compared to reported 1H NMR spectra in the literature (1a and 10a). These comparisons clarify the correct initial assignment of lindenatriene (1) as well as its instability and propensity to isomerize into the more thermodynamically favored iso-lindenatriene (12).

Original languageEnglish
Pages (from-to)3145-3153
Number of pages9
JournalTetrahedron
Volume75
Issue number24
DOIs
Publication statusPublished - 2019 Jun 14
Externally publishedYes

Keywords

  • Chloranthus
  • Dimer
  • Natural products
  • Sesquiterpene
  • Total synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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