Copper-Catalyzed Regio- and Stereoselective Aminoboration of Alkenylboronates

A copper-catalyzed aminoboration of alkenyl dan boronates (dan = 1,8-diamino­naphthyl) with diboron reagents and hydroxylamines has been developed. The reaction proceeds regio- and stereoselectively to form the corresponding β-boryl-α-aminoboronic acid derivatives of potent interest in medicinal chemistry. Additionally, the ligand-controlled syn/anti diastereoselectivity switching and preliminary asymmetric catalysis are also described.