Facilitation of turnover in the ADH by additives which catalyze the hydrolysis of the OS(VI) glycolate esters
AssigneeMassachusetts Institute of Technology
InventorsK. Barry Sharpless, Wihelm K. Amberg
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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, water, an oxidant, an osmium-containing compound and an organic soluble anion are combined. The presence of the organic soluble anion allows the asymmetric dihydroxylation reaction to occur rapidly and the amount of olefin that is diydroxylated is high with concomitantly less chiral ligand and osmium-containing catalyst than previously achieved.
Claims5
A method of osmium-catalyzed asymmetric dihydroxylation of an olefin, comprising combining the olefin, a cinchona alkaloid chiral ligand or derivative thereof, an organic solvent, water, an oxidant capable of oxidizing an osmium species to OsO.sub.4, an osmium-containing catalyst and an organic soluble anion, and maintaining the combination under conditions appropriate for asymmetric dihydroxylation of the olefin to occur.
Dependencies are inferred from the claim text.