Efficient stereochemical controllers in biaryl Suzuki coupling reactions: benzylic carbinols bearing in beta-position thioether, dimethylamino, or sulfoxide groups.
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]
Broutin
Pierre-Emmanuel
PE
Laboratoire de stéréochimie associé au CNRS, UMR 7509 Université Louis Pasteur, ECPM, 25 rue Becquerel, 67087 Strasbourg Cedex 2, France.
Colobert
Françoise
F