Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, China.
Chem Soc Rev. 2020 Sep 7;49(17):6141-6153. doi: 10.1039/c9cs00921c. Epub 2020 Jul 15.
α-Chiral primary amines are one among the most valuable and versatile building blocks for the synthesis of numerous amine-containing pharmaceuticals and natural compounds. They also serve as chiral ligands or organo-catalysts for asymmetric catalysis. However, most of the existing chemocatalytic methods toward enantiopure primary amines rely on multistep manipulations on N-substituted substrates, which are not ideally atom-economical and cost-effective. Among the catalytic methods including the asymmetric transformations of the pre-prepared or in situ formed NH imines, biomimetic chemocatalysis inspired by enzymatic transaminations has recently emerged as an appealing and straightforward method to access chiral primary amines. This tutorial review highlights the state-of-the-art catalytic methods for the direct asymmetric synthesis of α-chiral primary amines and demonstrates their utility in the construction of molecular complexities, which may attract extensive attention and inspire applications in synthetic and medicinal chemistry.
α-手性伯胺是合成众多含胺药物和天然化合物的最有价值和用途最广泛的构建模块之一。它们还可用作不对称催化的手性配体或有机催化剂。然而，大多数现有的手性伯胺化学催化方法依赖于 N-取代底物的多步操作，这在原子经济性和成本效益方面并不理想。在包括预制备或原位形成的 NH 亚胺的不对称转化的催化方法中，受酶转氨基作用启发的仿生化学催化最近作为一种有吸引力且直接的方法出现，可获得手性伯胺。本综述重点介绍了直接不对称合成α-手性伯胺的最新催化方法，并展示了它们在手性分子复杂性构建中的应用，这可能会引起广泛关注并激发在合成和药物化学中的应用。
