Heterocyclic chiral ligands and method for catalytic...

C - Chemistry – Metallurgy – 07 – D

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C07D 453/04 (2006.01) C07C 29/48 (2006.01) C07C 31/20 (2006.01) C07C 33/26 (2006.01) C07C 67/31 (2006.01) C07C 69/675 (2006.01) C07D 317/30 (2006.01) C07D 453/02 (2006.01)

Patent

CA 2081315

Osmium-catalyzed methods of addition to an olefin are discussed. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, water, an oxidant and an osmium-containing compound are combined. In the method of asymmetric oxyamination of the present invention, an olefin, a chiral ligand, an organic solvent, water, a metallochloramine derivative, an osmium-containing compound and, optionally, a tetraalkyl ammonium compound are combined. In the method of asymmetric diamination of the present invention, an olefin, a chiral ligand, an organic solvent, a metallochloramine derivative, an amine and an osmium-containing compound are combined. In one embodiment, an olefin, a chiral ligand which is a polymeric dihydroquinidine derivative or a dihydroquinine derivative, acetone, water, a base, an oxidant and osmium tetroxide are combined to effect asymmetric dihydroxylation of the olefin.

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