欧福尔比亚的总合成 迪特尔佩诺伊德 佩普鲁亚塞塔尔
Meng Liu1, Chuanhua Wu1, Xingang Xie1
1State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China.
Angewandte Chemie (International ed. in English)
|March 21, 2024
概括
现在可以使用新的合成策略实现第一个pepluacetal,Euphorbia diterpenoid的总合成. 这一突破为生产这种复杂分子提供了可扩展的方法,这对进一步研究至关重要.
科学领域:
- 有机化学 有机化学
- 自然产品的合成自然产品的合成
- 药用化学 医学化学
背景情况:
- 欧福比亚二叶草是一种具有多种生物活动的自然产品类.
- 佩普鲁阿塞塔尔是一种复杂的二维,存在于Euphorbia植物中,具有重大合成挑战.
- 之前没有报告pepluacetal的总合成,这限制了其用于研究的可用性.
研究的目的:
- 为了实现Euphorbia diterpenoid pepluacetal.的第一个完整合成.
- 开发一种可扩展和立体控制的合成路径,以达到人体.
- 探索新的合成方法来构建复杂的多环自然产品.
主要方法:
- 一个多步骤的合成,采用光诱导的沃尔夫重组/乳化级联 (WRLC) 反应.
- 利用环闭转化和循环化来构建7-3双循环核心.
- 嵌入Rh催化跨环碳化物插入,Baeyer-Villiger氧化,以及用于侧链安装的环开口.
主要成果:
- 成功合成了pepluacetal,无论是在racemic和chiral的形式.
- 证明了出色的立体化学控制,包括非经典的面键形成和远程立体化学继电器.
- 实现了高可扩展性,产生了20毫克的 (+) -pepluacetal.
结论:
- 已经完成了第一个pepluacetal的总合成.
- 开发的合成策略是强大的,立体选择性和可扩展的.
- 这种合成为研究pepluacetal的生物特性和潜在应用开辟了道路.
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