Total Synthesis of (+)-Hydroxyjatrophone a and (+)-Hydroxyjatrophone B

Amos B. Smith*, Andrew T. Lupo, Masashi Ohba, Kwunmin Chen

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

49 引文 斯高帕斯(Scopus)

摘要

A full account of the first total synthesis of (+)-hydroxyjatrophone A (2) and (+)-hydroxyjatrophone B (3), two antileukemic diterpene macrocycles isolated from Jatropha gossypiifolia, is presented. Central to the synthetic strategy was an intramolecular Mukaiyama acetal-aldol reaction that generated the 11-membered ring. Of paramount interest with respect to the hydroxyjatrophones was the compatibility of the highly sensitive, tertiary allylic hydroxyl group with the required end-game transformations. Completion of this synthetic venture dramatically demonstrates the versatility of our jatrophone synthetic strategy.

原文英語
頁(從 - 到)6648-6656
頁數9
期刊Journal of the American Chemical Society
111
發行號17
DOIs
出版狀態已發佈 - 1989 八月 1

ASJC Scopus subject areas

  • 催化
  • 化學 (全部)
  • 生物化學
  • 膠體和表面化學

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