基拉尔双乙基联体 启用 催化不对称 C ((sp2) -H 乙基甲基胺的玻里化
Xiaoliang Zou1, Haonan Zhao1, Yinwu Li2
1State Key Laboratory for Oxo Synthesis and Selective Oxidation , Center for Excellence in Molecular Synthesis, Suzhou Research Institute, Lanzhou Institute of Chemical Physics, University of Chinese Academy of Sciences, Chinese Academy of Sciences , Lanzhou 73000 , China.
Journal of the American Chemical Society
|March 12, 2019
概括
这项研究引入了一种新的催化方法,用于不对称的C-H玻里化,产生光学活性的玻利酸. 这种新型的性配体能够有效地从氨基中合成有价值的化化合物.
科学领域:
- 有机化学
- 催化剂
- 医学化学
背景情况:
- 在各种化学领域中,光学活性有机酸具有至关重要的作用.
- 这些化合物的不对称催化合成仍然具有挑战性,特别是使用原子和阶段经济方法.
研究的目的:
- 开发一种新型,高效的非对称催化方法,用于合成光学活性有机酸.
- 报告一种以酸盐为导向的催化不对称的C ((sp2) -H芳香C-H键的玻利化.
主要方法:
- 使用一种由 (S,S) -1,2-二-1,2-乙二胺 (S,S) -DPEN) 衍生出的新型利双基 (L) 家族.
- 采用催化剂进行非对称的C(sp2) -H玻利化,包括亲性二甲基胺的脱对称化和赛米性二甲基胺的动态分离.
- 进行DFT计算以阐明反应途径.
主要成果:
- 在26个亲性二甲基胺样本的脱对称化中获得高区域选择性和良好至优良的反选择性 (高达96% ee).
- 在11个样本的动态分辨率中获得了良好的选择性值 (高达68%).
- 证明了克尺度上的合成效用,并将C-B键转换为多种功能 (C-O,C-C,C-Br,C-P).
结论:
- 开发了一种多功能且高效的催化不对称的C-H玻利化方法.
- 新型性玻利连接物是实现高立体选择性的关键,用于合成有价值的玻利酸衍生物.
- 该方法为获得具有广泛合成应用的光学活性化合物提供了实用途径.
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