The structure of isobarbatene, the stable tricyclic end-point of the bazzanene-barbatene sesquiterpenes

Niels H. Anderson, Chia Li W Tseng, Ana L Moore, Yoshimoto Ohta

Research output: Contribution to journalArticle

15 Citations (Scopus)


The barbatenes (e.g. 3) and a number of other sesquiterpenes afford a novel rearrangement product on treatment with CF3CO2H. This substance, designated isobarbatene, is shown to have structure 6, the result of a bicyclo-[3.2.1]→[2.2.2]→[3.2.1] rearrangement followed by an exo Me shift and deprotonation. The structure assignment is based on spectral and chiroptical data for olefin 6 and its degradation products 8,9 and 10.

Original languageEnglish
Pages (from-to)47-52
Number of pages6
Issue number1
Publication statusPublished - 1978


ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this