Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock, Germany.
Chemistry. 2012 Jul 16;18(29):9005-10. doi: 10.1002/chem.201200109. Epub 2012 Jun 15.
Enantiomerically pure chiral amines are of increasing importance and commercial value in the fine chemical, pharmaceutical, and agrochemical industries. Here, we describe the straightforward synthesis of chiral amines by combining the atom-economic and environmentally friendly hydroamination of alkynes with an enantioselective hydrogenation of in situ generated imines by using inexpensive hydrogen. By following this novel approach, a wide range of terminal alkynes can be reductively hydroaminated with primary amines including alkyl-, and arylalkynes as well as aryl and heteroaryl amines. Excellent yields and selectivities up to 94 % ee and 96 % isolated yield were obtained.
对映体纯手性胺在精细化工、制药和农用化学品行业中变得越来越重要，具有越来越高的商业价值。在这里，我们描述了一种通过将炔烃的原子经济性和环境友好型的氢胺化反应与原位生成的亚胺的对映选择性氢化反应相结合，从而直接合成手性胺的方法，该方法使用廉价的氢气。通过采用这种新颖的方法，可以将多种末端炔烃与伯胺进行还原氢胺化反应，包括烷基、芳基炔烃以及芳基和杂芳基胺。获得了优异的产率和选择性，最高可达 94%ee 和 96%的分离收率。
