Pd-catalysed asymmetric Suzuki–Miyaura reactions using chiral mono- and bidentate phosphorus ligands

A series of monodentate and bidentate chiral phosphorus based ligands including diphosphites and diphosphonites derived from carbohydrates were tested in the asymmetric Suzuki coupling of aryl halides with 2-substituted 1-naphthylboronic acids. Good activities and selectivities were achieved, although modest ee's were obtained (up to 37%). The X-ray structure of PtCl2(12) bearing the C2-symmetry diphosphite ligand 12 derived from carbohydrate, is also reported.

Graphical abstractA series of monodentate and bidentate chiral phosphorus based ligands including diphosphites and diphosphonites derived from carbohydrates were tested in the asymmetric Suzuki coupling of aryl halides with 2-substituted 1-naphthylboronic acids. Good activities and selectivities were achieved, although modest ee's were obtained (up to 37%).Figure optionsDownload full-size imageDownload as PowerPoint slide