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Merck

Axially chiral P-N ligands for the copper catalyzed beta-borylation of alpha,beta-unsaturated esters.

Organic & biomolecular chemistry (2009-06-09)
William J Fleming, Helge Müller-Bunz, Vanesa Lillo, Elena Fernández, Patrick J Guiry
ABSTRACT

The synthesis and resolution of a new axially chiral Quinazolinap ligand are reported. The application of this and other related P-N ligands to the copper catalyzed beta-borylation of alpha,beta-unsaturated esters resulted in conversions of up to 100% and ee values of up to 79%. A diastereomerically pure palladacycle of the new ligand was characterised by X-ray crystallography.