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的 (+) -阿斯泰托克辛的总合成

Khee Dong Eom¹, J Venkat Raman, Heejin Kim

¹Department of Chemistry, University of Alabama, Tuscaloosa, Alabama 35487, USA.

Journal of the American Chemical Society

|May 2, 2003

概括

研究人员使用一种新的霍纳-埃蒙斯精合成 (+) - 毒素. 一个关键的易斯酸催化重组有效地创造了一个复杂的四元中心,模仿自然产品.

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
立体选择性合成立体选择性合成

背景情况:

(+) -阿斯泰尔毒素是一种复杂的天然产品,具有独特的结构.
以前的合成路线在构建其密集的功能核心时面临着挑战.

研究的目的:

为了开发 (+) - 青毒素的融合和立体选择性合成.
为了建立一个新的重新排列方法来构建固态阻碍的四元中心.

主要方法:

采用霍纳 - 艾蒙斯精细化技术的融合合成策略.
通过易斯酸催化皮纳科尔类型的环氧乙烯的重新排列,对四元中心的立体选择性构建.

主要成果:

成功合成了 (+) - 阿斯泰托克辛.
一个拥挤的四级碳中心的高效和立体选择性形成.
对复杂的天然产品合成适用的重新排列方法的演示.

结论:

开发的合成途径为 (+) -阿斯泰托克辛提供了一条有效的途径.
皮纳科尔类型的重新排列是复杂分子立体控制合成的强大工具.
这种方法对合成其他结构复杂的自然产品具有前景.

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