Iridium-catalyzed asymmetric ring-opening reactions of azabenzonorbornadiene with carboxylic acid nucleophiles

摘要

Iridium-catalyzed asymmetric ring-opening reaction of N-substituted azabenzonorbornadienes with various carboxylic acids has been developed. The ring-opening reaction offered trans-1,2-dihydronaphthalene products containing an allylic carboxylate moiety in moderate yields (up to 89%) with high enantioselectivities (up to 96 %). The trans-configuration of the products was confirmed by X-ray crystallography.