Bagdanoff, Jeffrey T. and Stoltz, Brian M. (2004) Palladium-Catalyzed Oxidative Kinetic Resolution with Ambient Air as the Stoichiometric Oxidation Gas. Angewandte Chemie International Edition, 43 (3). pp. 353-357. ISSN 1433-7851. doi:10.1002/anie.200352444. https://resolver.caltech.edu/CaltechAUTHORS:20170215-145714988
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Abstract
Air is enough to mediate the highly enantioselective oxidation of secondary alcohols at room temperature with palladium(II) and sparteine in nonflammable solvents. Examination of the role of solvents capable of hydrogen bonding and their ability to solvate halide anions led to a novel set of conditions for the highly enantioselective oxidative kinetic resolution of secondary alcohols.
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| Additional Information: | © 2004 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Issue online: 29 December 2003; Version of record online: 29 December 2003; Manuscript Received: 22 July 2003. The authors thank the NIH-NIGMS (R01 GM65961-01), the University of California TRDRP (predoctoral fellowship to JTB), the Dreyfus Foundation, Merck Research Laboratories, Research Corporation, Abbott Laboratories, Eli Lilly, GlaxoSmithKline, Johnson and Johnson, Pfizer, and the A. P. Sloan Foundation for generous financial support. | ||||||||||||||||||||||||
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| Subject Keywords: | asymmetric catalysis; hydrogen bonds; oxidation; oxygen; palladium; solvent effects | ||||||||||||||||||||||||
| Issue or Number: | 3 | ||||||||||||||||||||||||
| DOI: | 10.1002/anie.200352444 | ||||||||||||||||||||||||
| Record Number: | CaltechAUTHORS:20170215-145714988 | ||||||||||||||||||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20170215-145714988 | ||||||||||||||||||||||||
| Official Citation: | Bagdanoff, J. T. and Stoltz, B. M. (2004), Palladium-Catalyzed Oxidative Kinetic Resolution with Ambient Air as the Stoichiometric Oxidation Gas. Angewandte Chemie International Edition, 43: 353–357. doi:10.1002/anie.200352444 | ||||||||||||||||||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||||||||||||||||||
| ID Code: | 74337 | ||||||||||||||||||||||||
| Collection: | CaltechAUTHORS | ||||||||||||||||||||||||
| Deposited By: | Tony Diaz | ||||||||||||||||||||||||
| Deposited On: | 15 Feb 2017 23:21 | ||||||||||||||||||||||||
| Last Modified: | 11 Nov 2021 05:26 |
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