4.8 Article

Efficient stereochemical controllers in biaryl Suzuki coupling reactions:: Benzylic carbinols bearing in β-position thioether, dimethylamino, or sulfoxide groups

Journal

ORGANIC LETTERS
Volume 7, Issue 17, Pages 3737-3740

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol051382m

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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-l-naphthylboronic acid were performed with high yields; a palladacycle is proposed as a potential transition state.

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