直接非对称的维尼洛基和双维尼洛基曼尼赫反应由铜催化 (I) 复合物
Hai-Jun Zhang1, Chang-Yun Shi1, Feng Zhong1
1CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
Journal of the American Chemical Society
|February 1, 2017
概括
一种新型的催化不对称的Mannich类反应使用重的N-acylpyrazole和bisphosphine配体实现了高选择性. 这种方法扩展到双基反应,为复杂分子合成展示了广泛的合成实用性.
科学领域:
- 有机化学
- 不对称的催化
背景情况:
- 曼尼赫反应是一种基本的碳-碳结合反应.
- 开发催化不对称的变种对于高效合成性分子至关重要.
研究的目的:
- 揭示一个直接的催化不对称的维尼洛格斯曼尼赫反应.
- 建立对区域的控制, diastereoselectivity 和 enantioselectivity 的控制.
- 探索对双类反应的扩展,并证明合成效用.
主要方法:
- 使用一个催化系统, 结合一个重的N-acylpyrazole和一个重的bisphosphine连接物.
- 系统地改变连接物以实现双类型的曼尼赫反应.
- 在制品上进行了各种转换.
主要成果:
- 在vinylogous Mannich类反应中获得了优异的区域选择性,二重选择性和反选择性.
- 通过修改连接体,成功将催化系统扩展到双乙烯型曼尼赫反应.
- 通过随后的化学转化证明了由此产生的制品的合成适用性.
结论:
- 已经开发出一种高度选择性的直接催化不对称的Vinylogous Mannich-type反应.
- 连接体的设计对于控制选择性和实现双类反应至关重要.
- 这种方法为有机合成提供了有价值的体构建块.
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