Ligand-accelerated catalytic asymmetric dihydroxylation

Details Ligand-accelerated catalytic asymmetric dihydroxylation Ligand-accelerated catalytic asymmetric dihydroxylation

C - Chemistry, Metallurgy

07

C

260/272, 260/353

C07C 29/04 (2006.01) C07C 29/48 (2006.01) C07D 453/02 (2006.01) C07F 15/00 (2006.01)

Patent

CA 1338314

An osmium-catalyzed method of addition to an olefin. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, water, an amine oxide an osmium-containing compound and, optionally a tetraalkyl ammonium 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 tetra- alkyl ammonium compound are combined. In the method of asymmetric diamination of the present invention, an olefin, a chiral ligand, an organic solvent, a metallo- chloramine derivative, an amine and an osmium-containing compound are combined. In one embodiment, an olefin, a chiral ligand which is a dihydroquinidine derivative or a dihydroquinine derivative, acetone, water, N-methyl morpholine N-oxide and osmium tetroxide are combined to effect asymmetric dihydroxylation of the olefin.

587964

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