Asymmetric amination reactions with novel chiral ammonium salts

通过碳氮键的不对称形成合成对映体纯胺类化合物是最直接的制备方法之一。基于我们最新开发的高效的氯胺-T与醛和酮的胺化反应，我们开发了一种具有良好的对映体选择性的手性相转移催化剂用于不对称有机催化。虽然原料很容易获得，但氯胺-T是一种环境友好的试剂，只产生氯化钠作为副产品。由于胺化产品可以分两步转化为蛋白质生成和非蛋白质生成的-氨基酸，因此可以直接获得这些产品。新型手性相转移催化剂的合成和应用以及整个流程的优化是整个工作包的重要组成部分。独特的反应机理将被现代核谱学和电喷雾质谱学所阐明。

The synthesis of enantiomerically pure amine derivatives by asymmetric formation of carbonnitrogen bonds is one of the most straightforward methods for their preparation. Based on our newly developed highly efficient -amination reaction of aldehydes and ketones using chloramine-T, we developed an asymmetric organo-catalysis using chiral phase-transfer catalysts with promising enantioselection. While the starting materials are readily available, chloramine-T is an environmentally benign reagent which gives only sodium chloride as a byproduct. Since the aminated products can be converted in two steps in proteogenic and nonproteinogenic -amino-acids, a straightforward access to these products is achievable. The synthesis and application of new chiral phase-transfer catalysts and optimization of this overall process, are important parts of work-packages. The unique reaction mechanism will be elucidated modern nuclear spectroscopy and ESI mass spectroscopy.