Guangdong Provincial Key Laboratory of Catalysis, Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, China.
School of Innovation and Entrepreneurship, Southern University of Science and Technology, Shenzhen 518055, China.
Org Lett. 2020 Aug 21;22(16):6479-6483. doi: 10.1021/acs.orglett.0c02282. Epub 2020 Aug 11.
We report here a Ru-catalyzed enantioselective synthesis of biaryl-bridged NH lactams through asymmetric reductive amination and a spontaneous ring-closing cascade from keto esters and NHOAc with H as reductant. The reaction features broad substrate generality and high enantioselectivities (up to >99% ee). To showcase the practical utility, a highly enantioselective synthesis of 5-ethylindolobenzazepinone , a promising antimitotic agent, has been rapidly completed. Furthermore, the amide group in the products enables versatile elaborations through directed C-H functionalization.
我们在此报告了一种通过不对称还原胺化和酮酯与 NHOAc 与 H 作为还原剂的自发环 closing 级联反应，由 Ru 催化的手性选择性合成桥联 NH 内酰胺的方法。该反应具有广泛的底物通用性和高对映选择性（高达 >99%ee）。为了展示其实用性，我们快速完成了具有潜在抗有丝分裂作用的 5-乙基吲哚苯并氮杂卓酮的高度对映选择性合成。此外，产物中的酰胺基团可以通过导向 C-H 官能化进行多种修饰。
