Kinetic Investigations Provide Additional Evidence That an Enzyme-like Binding Pocket Is Crucial for High Enantioselectivity in the Bis-Cinchona Alkaloid Catalyzed Asymmetric Dihydroxylation of Olefins
- 1 January 1996
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 118 (2) , 319-329
- https://doi.org/10.1021/ja952567z
Abstract
No abstract availableKeywords
This publication has 25 references indexed in Scilit:
- The application of a mechanistic model leads to the extension of the Sharpless asymmetric dihydroxylation to allylic 4-methoxybenzoates and conformationally related amine and homoallylic alcohol derivatives.Journal of the American Chemical Society, 1995
- Kinetic Resolution by Enantioselective Dihydroxylation of Secondary Allylic 4-Methoxybenzoate Esters Using a Mechanistically Designed Cinchona Alkaloid CatalystJournal of the American Chemical Society, 1995
- Short Enantioselective Synthesis of (-)-Ovalicin, a Potent Inhibitor of Angiogenesis, Using Substrate-Enhanced Catalytic Asymmetric DihydroxylationJournal of the American Chemical Society, 1994
- Catalytic Asymmetric DihydroxylationChemical Reviews, 1994
- A mechanistically designed mono-cinchona alkaloid is an excellent catalyst for the enantioselective dihydroxylation of olefinsTetrahedron Letters, 1994
- X-ray crystallographic studies provide additional evidence that an enzyme-like binding pocket is crucial to the enantioselective dihydroxylation of olefins by OsO4—bis-cinchona alkaloid complexesTetrahedron Letters, 1994
- Rigid and highly enantioselective catalyst for the dihydroxylation of olefins using osmium tetraoxide clarifies the origin of enantiospecificityJournal of the American Chemical Society, 1993
- A dramatic ligand effect on the relative reactivities of substituted alkenes with osmium tetroxideJournal of the American Chemical Society, 1993
- The origin of high enantioselectivity in the dihydroxylation of olefins using osmium tetraoxide and cinchona alkaloid catalystsJournal of the American Chemical Society, 1993
- Asymmetric induction in the reaction of osmium tetroxide with olefinsJournal of the American Chemical Society, 1980