在低压和室温下通过动态动态分辨率对胺的高度选
Loorthuraja Rasu1, Jeremy M John1, Elanna Stephenson1
1Department of Chemistry, University of Alberta , Edmonton, Alberta T6G 2G2, Canada.
Journal of the American Chemical Society
|January 31, 2017
概括
一个新型的催化系统使用动态动态分辨率有效地从胺中产生醇. 这种方法在温和条件下实现了高产量和优异的反选择性,促进了不对称的合成.
科学领域:
- 有机化学
- 不对称的催化
- 绿色化学
背景情况:
- 开发高效的催化系统以进行不对称的合成对于产生质纯化合物至关重要.
- 动态动态分辨率 (DKR) 提供了一个强大的策略,用于将racemic起始材料转化为单个反体.
研究的目的:
- 开发和优化一种用于功能化胺的新型催化系统.
- 通过DKR实现高产量和对抗选择性.
主要方法:
- 结合高通量选和实验室规模优化以确定最佳的催化条件.
- 使用一种特定的催化剂trans-RuCl2 (((S,S) -skewphos) (((R,R) -dpen) 与异氧化物 (2-PrONa) 在异醇 (2-PrOH) 中.
- 在温和条件下 (室温,4 atm H2) 进行α-和相关胺的化.
主要成果:
- 开发了一种有效的催化系统,包括trans-RuCl2 (((S,S) -skewphos) (((R,R) -dpen),2-PrONa和2-PrOH.
- 获得了高产量 (高达99%) 和优异的反体过剩 (超过99% ee) 对于奇拉醇.
- 证明了该系统在室温和低压 (4 atm) 的有效性.
结论:
- 开发的催化系统对通过DKR进行非对称的化非常有效.
- 该方法提供了一种实用且有效的途径,以获得具有特殊立体化学控制的有价值的酒.
- 这项工作有助于推进可持续和高效的非对称合成方法.
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