在使用可移动的基基团的宏环环闭合转化中控制烯几何学
Yikai Wang1, Miguel Jimenez, Anders S Hansen
1Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
Journal of the American Chemical Society
|May 12, 2011
概括
在二olefinic基质中引入基组,可以在宏环环闭转化过程中指导E选择性烯的形成. 随后去除基组可以访问Z配置的宏循环,扩大合成的可能性.
科学领域:
- 有机化学 有机化学
- 宏分子科学 宏分子科学
- 合成化学 合成化学
背景情况:
- 环闭元解 (RCM) 是宏观循环合成的一个强大的工具.
- 在RCM中控制olefin几何仍然是一个合成挑战.
- 基是有机合成中的多功能指导基.
研究的目的:
- 开发一种使用RCM进行立体选择性宏循环合成的新策略.
- 为了研究在RCM期间控制olefin几何学中的silyl组的实用性.
- 从一个共同的合成路线访问E和Z配置的宏循环.
主要方法:
- 合成了具有内部基团的功能化二olefinic 基质.
- 使用催化剂进行了宏环环闭转化.
- 使用原化反应,从宏环产物中去除基.
主要成果:
- 在宏循环RCM中存在一个内部基组,指导了E选择性烯的形成.
- 一系列宏环 (E) - - 基酸被成功合成.
- 对基基素的原化产生了相应的Z配置的宏循环.
结论:
- 基组安装提供了一种可靠的方法,用于实现宏循环RCM中的E选择性.
- 这一策略可以合成具有受控的烯酸体几何学的多种宏循环.
- 开发的方法提供了一条途径,通过protodesilylation通过新的Z配置宏循环.
相关概念视频
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