Methodology to Control the Regioselective Installation of a Carboxylic Acid for the Synthesis of 2,3‐Diarylpropionic Acids

Abstract A stepwise copper‐catalyzed boracarboxylation then palladium‐catalyzed Suzuki‐Miyaura cross‐coupling methodology was developed to access 2,3‐diarylpropionic acid derivatives regioselectively by pre‐setting the position of the carboxylic acid in the boracarboxylation reaction. This method provides access to a wide range of aryl and heteroaryl products in up to 80% isolated yield. Pharmaceutical potential was demonstrated by synthesizing a glucagon receptor antagonist drug in three steps (31% overall yield) from commercially available 4‐ tert ‐butylstyrene.