从简单的前体构建复杂的多环分子的电离级联:在一个过程中选择性安装三个相邻的立体中心
Georgios Alachouzos1, Alison J Frontier1
1Department of Chemistry , University of Rochester , 414 Hutchison Hall, 100 Trustee Road , Rochester , New York 14627-0216 , United States.
Journal of the American Chemical Society
|December 21, 2018
概括
这项研究为复杂的多环分子提供了一种新的单合成方法. 这种高效的方法从简单的原料中制造出三种新的立体中心,其中包括四元中心.
科学领域:
- 有机化学
- 合成化学
- 方法的发展
背景情况:
- 复杂的多环分子的合成在药物化学和材料科学中至关重要.
- 现有的方法通常需要多个步骤,并且在创建多个立体中心时缺乏效率.
研究的目的:
- 为合成高功能多环小分子开发一个方便和高效的单策略.
- 创建一种能够产生多个连续立体中心的方法,包括四级立体中心,具有较高的立体控制.
主要方法:
- 采用基环-普林反应,将基因与基因结合.
- 在酸性条件下启动一个 in situ 阴离子级联,具有-纳扎罗夫电循环和弗里德尔-克拉夫特结合.
- 一个形成三个C-C键和一个C-键的单序列.
主要成果:
- 从简单的阿基拉前体成功合成了环添加物.
- 在线阵列中产生具有三级或四级立体中心的多循环.
- 证明了安装三个连续的四元碳立体中心的能力.
结论:
- 描述的策略为构建复杂的多循环框架提供了一种高效和多功能方法.
- 这种方法可以快速访问具有多个立体中心的高度功能化分子,对进一步的化学探索有价值.
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