通过与Ru Catechothiolate复合物的动力控制交叉转化合成Z-或E-Trisubstituted Allylic酒精和乙醇
Chaofan Xu1, Zhenxing Liu1, Sebastian Torker1
1Department of Chemistry, Merkert Chemistry Center, Boston College , Chestnut Hill, Massachusetts 02467, United States.
Journal of the American Chemical Society
|October 26, 2017
概括
这项研究引入了第一个动力控制的交叉转基因反应,用于产生Z或E三位置. 使用催化剂,这种方法有效地产生具有高立体同位素纯度的醇和.
科学领域:
- 有机化学
- 催化剂
- 立体选择合成
背景情况:
- 交叉转化反应对于合成至关重要.
- 控制三替代形成中的立体化学仍然是一个挑战.
研究的目的:
- 开发Z或E三位替代的第一个动力控制的交叉转移反应.
- 在合成醇和乙醇中获得高产量和立体同位素纯度.
主要方法:
- 作为催化剂使用 (Ru) 甲基酸复合物 (≤6.0 mol %).
- 使用动力控制条件进行交叉转移.
- 进行了DFT (密度函数理论) 研究以获得机理性见解.
主要成果:
- 实现了Z或E三替代的合成.
- 获得高达81%的三替代醇和.
- 已证明具有很高的立体同位素纯度 (> 98%).
- 展示了广泛的基质范围,包括含有酒精,化物,环氧化物,碳酸或基的烯酸.
结论:
- 开发的方法为立体定义的三替代提供了一条新途径.
- 催化系统在有机合成中提供了效率和广泛的应用.
- 机理理解支持观察到的立体化学控制和反应效率.
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