Cobaltaelectro-Catalyzed C–H Annulation with Allenes for Atropochiral and <i>P</i> -Stereogenic Compounds: Late-Stage Diversification and Continuous Flow Scale-Up
Lin Ye, Tristan von Münchow, Lutz Ackermann
Abstract
The 3d metallaelectro-catalyzed C–H activation has been identified as an increasingly viable strategy to access valuable organic molecules in a resource-economic fashion under exceedingly mild reaction conditions. However, the development of enantioselective 3d metallaelectro-catalyzed C–H activation is very challenging and in its infancy. Here, we disclose the merger of cobaltaelectro-catalyzed C–H activation with asymmetric catalysis for the highly enantioselective annulation of allenes. A broad range of C–N axially chiral and P -stereogenic compounds were thereby obtained in good yields of up to 98% with high enantioselectivities of up to >99% ee. The practicality of this approach was demonstrated by the diversification of complex bioactive compounds and drug molecules as well as decagram scale enantioselective electrocatalysis in continuous flow.