五环 (-) - 两环P的总合成使用顺序的内功能化
Rebecca E Johnson1, Hwisoo Ree1, Marco Hartmann1
1Department of Chemistry , University of California , Berkeley , California 94720 , United States.
Journal of the American Chemical Society
|February 1, 2019
概括
研究人员报告了第一个五环复杂P的合成. 这种新型化学合成利用了印醇核心的顺序化,使复杂的自然产品框架能够快速构建.
科学领域:
- 有机化学
- 自然产品合成
- 医学化学
背景情况:
- 模糊蛋白是一种具有复杂五环结构的天然产品.
- 模糊的生物活动需要有效的合成途径进行进一步的研究.
- 之前的合成努力并没有达到模两可的P的五环核.
研究的目的:
- 报告第一个五环复合物,特别是复合物P的总合成.
- 开发一种能够快速构建核心五循环框架的合成策略.
- 准备一种多功能中间体,用于可能合成相关的模两可.
主要方法:
- 一个基核的序列化.
- 尼古拉斯反应用于C2化以形成七个环.
- 在C12的胺导向功能化建立一个四元中心.
主要成果:
- 首次成功合成五环复杂P.
- 通过尼古拉斯反应高效地构建了特征性的化七个环.
- 使用胺基导向功能化的关键四元中心的形成.
- 一个多功能后期中间产品的产生.
结论:
- 开发的合成策略提供了一种可靠的方法来获取五环复杂物.
- 合成突出了尼古拉斯反应的实用性和复杂分子组装中的胺导向功能化.
- 最后阶段的中间体为合成其他五环复杂的天然产品提供了潜力.
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