Palladium-Mediated Highly Regio- and Stereoselective Intermolecular β-Arylation on Allylic Alcohols: Synthesis of Functionalized Allylic Alcohols

Abstract

An efficient and highly regio- and stereoselctive Pd-catalyzed β-arylation method for the formation of β-aryl allylic alcohols, employing aryl iodides, 1-bromo-2-iodobenzenes, and 2-bromobezaldehydes as coupling partners, is presented. The β-aryl allylic alcohols formed in this Pd-catalyzed transformation is unexpected under conventional Jeffery conditions without the assistance of silver salt. It is proposed that the reaction is substrate controlled, and the selective formation of the product depends on the size or nature of the substituent at the ortho position on the aromatic ring of the allylic alcohol part