Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun 130024, China.
State Key Laboratory of Chemical Oncogenomics and Key Laboratory of Chemical Genomics, Shenzhen Graduate School, Peking University, Shenzhen 518055, China.
Org Lett. 2021 May 21;23(10):4072-4077. doi: 10.1021/acs.orglett.1c01313. Epub 2021 May 10.
The catalytic intermolecular diamination of unactivated alkenes with electron-rich amino sources is a challenge. Herein, by employing a directing-group strategy, a copper-catalyzed diamination of unactivated alkenes was realized. Symmetrical diamines were efficiently produced in a highly diastereoselective manner with readily available dialkylamines as amino sources, while a one-pot and two-step operation was necessary to produce the unsymmetrical diamines. These reactions were proposed to proceed through aziridinium intermediates.
富电子胺源催化的非活化烯烃的分子间双氨化反应是一个挑战。在此,通过采用导向基团策略,实现了铜催化的非活化烯烃的双氨化反应。以易得的二烷基胺作为胺源,以高非对映选择性的方式有效地合成了对称二胺,而合成不对称二胺则需要一锅两步的操作。这些反应被认为是通过氮丙啶中间体进行的。