Facile syntheses of some trans-hydroazulenes by means of electrochemical methodology coupled with base-catalyzed fragmentation reaction

Shojiro Maki, Nobuyuki Asaba, Seiji Kosemura, Shosuke Yamamura

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Some phenols with an olefinic side chain have been electrolyzed under various conditions to afford tricyclo[5.3.1.01,5]undec-9-en-8,11-diones. These products were treated with potassium carbonate in methanol to give rise to the corresponding trans-hydroazulenes which are regarded as a promising synthetic intermediate of bioactive sesqui- and diterpenoids.

Original languageEnglish
Pages (from-to)4169-4172
Number of pages4
JournalTetrahedron Letters
Volume33
Issue number29
DOIs
Publication statusPublished - 1992 Jul 14

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Keywords

  • anodic oxidation
  • fragmentation reaction
  • intramolecular [5+2]cycloaddition
  • trans-hydroazulenes

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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