Facile synthesis of tricyclo[5.4.0.01,5]undec-9-ene-8,11-diones from phenols with an olefin bearing an electron-attracting group at the side chain

Shojiro Maki, Seiji Kosemura, Shosuke Yamamura, Shigeru Ohba

研究成果: Article査読

13 被引用数 (Scopus)

抄録

3,4-Dimethoxyphenol with a trans p-nitrostyryl group at the side chain was electrolyzed in acetic anhydride containing nBu4NBF4 to afford a tricyclo[5.3.1.01,5]undec-9-ene-8,11-dione, while the cis isomer was converted into a tricyclo[5.4.0.01,5]undec-9-ene-8,11-dione as a major product. In the case of several phenols with an α,β-unsaturated ketone or ester grouping, the corresponding tricyclo[5.4.0.01,5]undec-9-ene-8,11-diones were also obtained in good yields.

本文言語English
ページ(範囲)6083-6086
ページ数4
ジャーナルTetrahedron Letters
34
38
DOI
出版ステータスPublished - 1993 9 17

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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