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

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journal contribution
posted on 18.08.2005, 00:00 by Pierre-Emmanuel Broutin, Françoise Colobert
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.

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