Carboxylate‐Directed Palladium‐Catalyzed Regioselective Mizoroki‐Heck Alkenylation of γ,δ‐Unsaturated Carboxylic Acids

Abstract

AbstractA carboxylate‐directed palladium‐catalyzed Mizoroki–Heck alkenylation of γ,δ‐unsaturated carboxylic acids with alkenyl bromides is reported. This carboxylate group is effective for chelation to a Pd center, enabling the distal alkenylation of electronically unbiased internal alkenes in the formation of conjugated 1,3‐dienes with high stereoselectivity. In addition, the conjugated 1,3‐diene products can be used for synthetic applications through reduction, epoxidation, methylation, amidation, and cycloaddition.magnified image