Palladium-Catalyzed Asymmetric Domino Heck/Carbocyclization/ Suzuki Reaction: A Dearomatization of Nonactivated Naphthalenes

Abstract

stereogenic centers in high yields under mild conditions. Herein, we report a novel palladium (Pd)-catalyzed asymmetric domino Heck/carbocyclization/Suzuki reaction of N-(2-bromoaryl)-2-naphthylacrylamides. The reaction involves a novel and enantioselective dearomative 1,2-insertion of the naphthalene group, thus providing a unique dearomatization strategy of nonactivated naphthalenes. A new phosphoramidite ligand L12, which displayed excellent reactivity and enantioselectivity in the reaction, has been developed. The reaction employs readily available starting materials, and provides straightforward access to a diverse array of spirooxindoles bearing three