催化酶选择性基替代与核友的水性溶液的核友
Tobias Sandmeier1, F Wieland Goetzke1, Simon Krautwald1
1ETH Zürich , Vladimir-Prelog-Weg 3 , HCI, 8093 Zürich , Switzerland.
Journal of the American Chemical Society
|July 19, 2019
概括
催化使得不对称的基替代使用不稳定的核友. 这种方法可以有效地产生具有高立体选择性的多种类型的性化合物.
科学领域:
- 有机金属化学 有机金属化学
- 不对称的催化剂.
- 合成有机化学 合成有机化学
背景情况:
- 非对称的基替代是创建奇拉分子的强大工具.
- 在此类反应中利用不稳定或挥发性核友物会带来重大挑战.
- 双相催化系统为处理反应性物种提供了独特的优势.
研究的目的:
- 开发一种催化不对称的基替代方案.
- 为了使广泛的不稳定和/或挥发性核友的使用.
- 为了在产品中获得高产量和优秀的立体控制.
主要方法:
- 使用催化剂进行不对称的基替代反应.
- 使用双相反应系统,以适应多种不同的核友.
- 使用标准分析技术 (NMR,HPLC等) 进行产品的表征. ) 的情况.
主要成果:
- 成功地应用了各种不稳定的核友素:氨酸,甲基胺,t-丁氧化,N-氨酸,α-乙和甲.
- 获得了高产量和优异的抗选择性 (>99% ee).
- 高分立体选择性 (高达20: 1 d.r.) 观察到的情况.
- 产品被有效地加工成复杂的循环和非循环化合物,最多有四个立体中心.
结论:
- 报道的催化双相不对称基替代是一种多功能和高效的方法.
- 它从简单的前体提供了快速访问有价值的性构建块.
- 该方法方便合成具有多个立体中心的复杂分子.
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