Matteson Homologation of Arylboronic Esters

Abstract

Commercially available arylboronic acids can easily be converted into chiral boronic esters which can be subjected to Matteson homologations using Grignard reagents. The best results are obtained in one pot protocols without isolation of the α-chloroboronic ester intermediates. Alkoxides can also be used as nucleophiles, but the corresponding homologated boronic esters are found to be not stable.