Efficient Stereochemical Controllers in Biaryl Suzuki Coupling Reactions: Benzylic Carbinols Bearing in β-Position Thioether, Dimethylamino, or Sulfoxide Groups

Abstract

Highly atropo-diastereoselective Suzuki coupling between aryl halides bearing stereogenic benzylic carbinols with sulfoxide, thioether, or dimethylamino groups as efficient internal chelating ligands and 2-methoxy-1-naphthylboronic acid were performed with high yields; a palladacycle is proposed as a potential transition state. [reaction: see text]