Synthesis of bioactive sesquiterpene heliannuol E involving a ring-expansion reaction of spirodienones

Fuminao Doi, Takahisa Ogamino, Takeshi Sugai, Shigeru Nishiyama

Research output: Contribution to journalArticlepeer-review

28 Citations (Scopus)

Abstract

A heliannane-type sesquiterpene, heliannuol E (1), has been successfully synthesized. The key step was conversion of the electrochemically produced spiro compounds (8, and 18) into the corresponding dihydrobenzopyrans (11, 12, 19, and 20) by a selective ring expansion process.

Original languageEnglish
Pages (from-to)411-413
Number of pages3
JournalSynlett
Issue number3
DOIs
Publication statusPublished - 2003

Keywords

  • Anodic oxidation
  • Dihydrobenzopyran
  • Heliannuol E
  • Sesquiterpene
  • Two-electron oxidation

ASJC Scopus subject areas

  • Organic Chemistry

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