Copper-Catalyzed Diastereoselective and Enantioselective Addition of 1,1-Diborylalkanes to Cyclic Ketimines and α-Imino Esters

Jeongho Kim, Minkyeong Shin and Seung Hwan Cho*

We report a broadly applicable copper catalytic conditions for the diastereoselective and enantioselective 1,2-addition of 1,1-diborylalkanes to cyclic ketimines and α-imino esters. The developed method provides various b-aminoboronate esters bearing adjacent stereocenters with high diastereo- and enantioselectivity. Synthetic applications for converting the obtained b-aminoboronate esters to a diverse array of synthetically useful chiral molecules are demonstrated.