Copper-Catalyzed Diamination of Unactivated Alkenes With Electron-Rich Amino Sources

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.

Automated summary

Using a directing-group strategy, a copper-catalyzed diamination of unactivated alkenes efficiently generates symmetrical diamines with high diastereoselectivity using readily available dialkylamines as amino sources, while unsymmetrical diamines require a one-pot or two-step operation. These reactions are proposed to proceed through aziridinium intermediates.