Kinetic resolution of N-aryl β-amino alcohols via asymmetric aminations of anilines

An efficient kinetic resolution of N-aryl beta-amino alcohols has been developed via asymmetric para-aminations of anilines with azodicarboxylates enabled by chiral phosphoric acid catalysis. Broad substrate scope and high kinetic resolution performances were afforded with this method. Control experiments supported the critical roles of the NH and OH group in these reactions.

Automated summary

An efficient kinetic resolution of N-aryl beta-amino alcohols has been achieved via asymmetric para-aminations of anilines with azodicarboxylates catalyzed by chiral phosphoric acid. This method offers broad substrate scope and high kinetic resolution performances, with control experiments confirming the critical roles of NH and OH groups in these reactions.