Synthesis of Hexahydroindenones through a Diels–Alder Cycloaddition and Nazarov Cyclization Sequence of Triene Alcohols

DOI DOI PDF 参考文献15件 オープンアクセス
  • Eiji Wada
    Research Institute of Industrial Science, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
  • Isamu Fujiwara
    Research Institute of Industrial Science, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
  • Shuji Kanemasa
    Research Institute of Industrial Science, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
  • Otohiko Tsuge
    Research Institute of Industrial Science, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University

書誌事項

公開日
1987-01-01
権利情報
  • https://academic.oup.com/pages/standard-publication-reuse-rights
DOI
  • 10.1246/bcsj.60.325
  • 10.1002/chin.198724172
公開者
Oxford University Press (OUP)

この論文をさがす

説明

<jats:title>Abstract</jats:title> <jats:p>The Diels–Alder cycloaddition of 4-methylene-1,5-hexadien-3-ols with olefinic dienophiles such as dimethyl maleate, fumarate, and N-methylmaleimide produces 1-(1-cyclohexenyl)-2-propen-1-ols. These diene alcohols are oxidized with activated manganese(IV) oxide to give dienones, which are then treated with acid catalysts to undergo ready electrocyclization leading to hexahydroindenones with functional groups. Stereoselectivity at the electrocyclization step is found to depend upon the stereostructures of cyclohexene skeleton of the dienones as well as the reaction conditions.</jats:p>

収録刊行物

参考文献 (15)*注記

もっと見る

詳細情報 詳細情報について

問題の指摘

ページトップへ