通过了解底层的表皮化过程,通过结晶诱导的化中间体的动态分辨率来进行酸的选合成合成
Mehmet Yasin Kuzu1, Annika Schmidt1, Carsten Strohmann1
1Inorganic Chemistry, TU Dortmund University, Otto-Hahn-Straße 6, 44227, Dortmund, Germany.
结晶诱导的动态分辨率 (CIDR) 通过使用廉价的配体,成功产生了奇拉酸. 这种方法通过控制化中间体的表皮化,实现了高产量和选择性.
科学领域:
- 有机化学 有机化学
- 立体化学是一种立体化学.
- 有机金属化学 有机金属化学
背景情况:
- 化胺酸是不对称合成中有价值的构建块.
- 开发用于P-类固醇化合物的酶选择性合成的高效方法仍然是一个挑战.
研究的目的:
- 为了实现α-化酸的结晶诱导动态分辨率 (CIDR).
- 为了阐明控制选合成的表皮化机制.
主要方法:
- 使用了结晶诱导的动态分辨率 (CIDR) 与 (R,R) -TMCDA连接体.
- 采用基于NMR的标记实验来研究表皮化.
- 在固态模型上进行量子化学计算.
主要成果:
- 达到高达80%的产量和反体比 (e.r.) 对于胺酸,最高可达98:2的比例.
- 确定了化和非化物种之间的分子间质子转移作为表皮化机制.
- 通过量子化学计算证实了实验发现.
结论:
- 对于化氨酸酸的CIDR的既定原则.
- 证明了起始化合物的存在和溶剂优化对酶选择性的重要性.
- 为扩展CIDR到其他P-类固醇化合物和奇拉胺胺提供了一条途径.
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