Asymmetric Organic Catalysis with Modified Cinchona Alkaloids
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- 5 May 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Accounts of Chemical Research
- Vol. 37 (8), 621-631
- https://doi.org/10.1021/ar030048s
Abstract
Insights into the role played by modified cinchona alkaloids in the Sharpless asymmetric dihydroxylation inspired studies of modified cinchona alkaloids as chiral organic catalysts that lead to the development of highly enantioselective alcoholyses for the desymmetrization, kinetic resolution, and dynamic kinetic resolution of cyclic anhydrides, cyanation of ketones, and 1,4-addition of thiols to cylic enones. These studies demonstrate the potential of modified cinchona alkaloids as broadly useful chiral organic catalysts for asymmetric synthesis.Keywords
This publication has 15 references indexed in Scilit:
- Nucleophilic Chiral Amines as Catalysts in Asymmetric SynthesisChemical Reviews, 2003
- Development of a Rapid, Room-Temperature Dynamic Kinetic Resolution for Efficient Asymmetric Synthesis of α-Aryl Amino AcidsOrganic Letters, 2002
- A Highly Enantioselective and General Conjugate Addition of Thiols to Cyclic Enones with an Organic Catalyst This work was financially supported by National Institutes of Health (GM-61591), Research Corporation (RI-0311), and the Harcourt General Charitable Foundation.Angewandte Chemie International Edition, 2002
- Enantioselective OrganocatalysisAngewandte Chemie International Edition, 2001
- Selective Oxidations of Linear Alkanes with Molecular Oxygen on Molecular Sieve Catalysts—A Breakthrough?Angewandte Chemie International Edition, 2000
- Asymmetric catalysis with chiral Lewis basesPublished by Walter de Gruyter GmbH ,1998
- Chiral π-Complexes of Heterocycles with Transition Metals: A Versatile New Family of Nucleophilic CatalystsThe Journal of Organic Chemistry, 1996
- Quantitative expression of dynamic kinetic resolution of chirally labile enantiomers: stereoselective hydrogenation of 2-substituted 3-oxo carboxylic esters catalyzed by BINAP-ruthenium(II) complexesJournal of the American Chemical Society, 1993
- Asymmetric synthesis of (S)- and (R)-malic acid from ketene and chloralJournal of the American Chemical Society, 1982
- Addition of aromatic thiols to conjugated cycloalkenones, catalyzed by chiral .beta.-hydroxy amines. A mechanistic study of homogeneous catalytic asymmetric synthesisJournal of the American Chemical Society, 1981