Cu/Li-Catalyzed Asymmetric Addition of Allylic Cyanides to Ketoimines

摘要

An asymmetric copper-catalyzedaddition of allylic cyanides to ketoimines formingquaternary stereocenters is described. Goodyields, cis/trans selectivities, and ee values areseen for aromatic, heteroaromatic, and aliphaticketoimines. Aside from allylcyanide, 3-methylallylcyanide can also be used, although longer reac-tion times were required. Deprotection of theN-Dpp group can be accomplished under acidicconditions (12 N HCI) to give the correspondingamine salts.