Ligands for ADH: cinchona alkaloids and moderately sized organic

Details Ligands for ADH: cinchona alkaloids and moderately sized organic Ligands for ADH: cinchona alkaloids and moderately sized organic

1991-10-10

1993-11-09

Higel, Floyd D.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

544237, 544238, 546133, 546134, 546135, 549555, 556482, 556489, 560 38, 560 63, 560104, 560105, 560129, 562129, 564355, 564373, 568806, 568811, 568822, 568852, 568860, C07C21534, C07C 3326, C07C 2948, C07C 3120, C07C 69734, C07C 69735, C07C 3302, C07C 3326, C07D45302, C07D45304, C07D 67313

Patent

active

052604616

ABSTRACT:
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, an aqueous solution, a base, a ferricyanide salt and an osmium-containing compound are combined. The chiral ligand is an alkaloid or alkaloid derivative linked to an organic substituent of at least 300 daltons molecular weight through a planar aromatic spacer group. The organic substituent can be another alkaloid or alkaloid derivative. With the described chiral ligands, asymmetric dihydroxylation of olefins with high yields and enantiomeric excesses are achieved.

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