Rational Design of a New Chiral Lewis Acid Catalyst for Enantioselective Diels-Alder Reaction: Optically Active 2-Dichloroboryl-1,1′-binaphthyl

Abstract

A novel chiral aryldichloroborane catalyst bearing binaphthyl skeletons with axial chirality was developed as an asymmetric catalyst for the Diels-Alder reaction of dienes and α,β-unsaturated esters, and could be reused as the corresponding boronic acid. In addition, a new convenient method for preparing arylboronic acids from aryl alcohols is described.