クラブバイサイクロンの合成研究

• 武口 俊太

  東京薬大生命

• 川岸 貴博

  東京薬大生命

• 伊藤 久央

  東京薬大生命

• 井口 和男

  東京薬大生命

書誌事項

タイトル別名

• Synthetic Study of Clavubicyclone

抄録

Clavubicyclone, a novel clavulone-related marine prostanoid, was isolated from Okinawan soft coral Clavularia viridis by our group. To determine the absolute stereochemistry of clavubicyclone, development of the total synthetic route was performed. The key step of our synthetic route was construction of bicyclo[3.2.1]octane skeleton by Cope rearrangement of the divinylcyclopropane derivative. The substrate of Cope rearrangement was prepared from cis-2-butene-1,4-diol as a starting material through carbon chain elongation reactions and the rhodium catalyzed intramolecular cyclopropanation reaction. The Cope rearrangement smoothly proceeded by heating the divinylcyclopropane derivative in diphenyl ether (180 °C) to give the desired bicyclo[3.2.1]octane derivative. We are examining to convert the rearrangement product to clavubicyclone.

収録刊行物

• 反応と合成の進歩シンポジウム 発表要旨概要

  反応と合成の進歩シンポジウム 発表要旨概要 31 (0), 22-22, 2005

  日本薬学会化学系薬学部会

キーワード

• Clavularia viridis
• total synthesis
• Cope rearrangement
• cyclopropanation

詳細情報

• CRID: 1390001205634627328
• NII論文ID: 130006997049
• DOI: 10.14895/hannou.31.0.22.0
• データソース種別:
  • JaLC
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可