1,2-Stereochemical induction in the Pd(II)-Catalyzed conjugate addition of boronic acids

Abstract

Pd(II) catalysis has been used for substrate-controlled 1,2-stereoselective conjugate addition of boronic acids to enantiopure α,β-acyclic unsaturated ketones and esters without competition from the Mirozoki–Heck reaction. Best results were found with Bedford's palladacycle. The reaction with cyclic derivatives of Garner's aldehyde also took place with high levels of trans diastereoselectivity.