論文

査読有り 招待有り 最終著者 責任著者
2020年4月1日

Total Syntheses of Marrubiin and Related Labdane Diterpene Lactones

Molecules
  • Yukari Sakagami
  • ,
  • Naoki Kondo
  • ,
  • Yuki Sawayama
  • ,
  • Hiroyuki Yamakoshi
  • ,
  • Seiichi Nakamura

25
7
開始ページ
1610
終了ページ
1610
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.3390/molecules25071610
出版者・発行元
MDPI AG

Total syntheses of the labdane diterpene lactones marrubiin, marrulibacetal, desertine, marrulibacetal A, marrubasch F, cyllenine C, marrulanic acid, and marrulactone are described. The trans-decalin moiety of these molecules was constructed in a stereoselective manner by a Pauson-Khand reaction, and the resultant cyclopentenone was oxidatively cleaved for formation of the lactone ring. Elongation of the side chain at C9 was achieved by an epoxide-opening reaction with a variety of nucleophiles, and the functional group manipulations completed the syntheses of these natural products. Stereochemistries of desertine could be established by the transformations.

リンク情報
DOI
https://doi.org/10.3390/molecules25071610
URL
https://www.mdpi.com/1420-3049/25/7/1610/pdf
ID情報
  • DOI : 10.3390/molecules25071610
  • eISSN : 1420-3049

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