A copper-catalyzed cross-coupling of organotin reagents with imines and acid chlorides is reported. The reaction proceeds efficiently with a range of vinyl-, alkyl-, aryl-and heteroaryl- substituted organostannanes as well as a diverse set of imines of non-enolizable aldehydes. Use of chloroformates also allows for the formation of N-protected α-substituted amines. This chemistry has been applied to the synthesis of isoquinoline alkaloid derivatives through ...