Removal of the E-Olefin Barrier of Humulene Leading to Unnatural Terpenoid-like Skeletons

Takehiro Nishimura, Junya Kawai, Yoshiteru Oshima, Haruhisa Kikuchi

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

An unnatural terpenoid scaffold containing a bicyclo[5.4.0]undecane moiety, as well as a salvialane skeleton based on an intramolecular C-C bond formation strategy were synthesized. Such a strategy was made possible by the removal of strained E-olefin conformations of the humulene skeleton. Some compounds were identified to show PPARα antagonist activity.

Original languageEnglish
Pages (from-to)7317-7320
Number of pages4
JournalOrganic letters
Volume20
Issue number22
DOIs
Publication statusPublished - 2018 Nov 16
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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