通过动态动态分辨率进行α-替代-β-基托碳的非对称转移化
Fangyuan Wang1,2, Tilong Yang2, Ting Wu3
1School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin, People's Republic of China.
Journal of the American Chemical Society
|February 2, 2021
概括
这项研究引入了减少碳的催化方法,以高精度创建复杂的分子. 这种高效的工艺可以产生有价值的药物中间体.
科学领域:
- 有机化学
- 催化剂
- 不对称的合成
背景情况:
- 在有机合成中,开发有效的催化方法来构建性分子至关重要.
- α-替代-β-基托碳是复杂有机结构的多功能构建块.
研究的目的:
- 开发一个对α-置换-β-基托碳烯的催化和二氧化选择性降解方案.
- 同时构建两个相连的立体中心的β-碳基架.
主要方法:
- 动态动态分辨率-不对称转移化 (DKR-ATH) 过程.
- 密度函数理论 (DFT) 计算以合理化二元选择性.
主要成果:
- 对于各种基板的高产量 (94%-98%).
- 优异的异位和异位选择性 (高达99% ee,高达99:1 dr).
- 成功合成了Ipenoxazone和Tapentadol的药物中间体.
结论:
- 描述的DKR-ATH协议提供了一个有效的途径,以奇拉β-基碳.
- 这种方法可以快速获取重要的药物中间体.
- 该研究通过DFT分析提供了对反应立体化学控制的见解.
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