Wickens, Zachary K. and Morandi, Bill and Grubbs, Robert H. (2013) Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst. Angewandte Chemie International Edition, 52 (43). pp. 11257-11260. ISSN 1433-7851. doi:10.1002/anie.201306756. https://resolver.caltech.edu/CaltechAUTHORS:20131104-143606168
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Abstract
Breaking the rules: Reversal of the high Markovnikov selectivity of Wacker-type oxidations was accomplished using a nitrite co-catalyst. Unbiased aliphatic alkenes can be oxidized with high yield and aldehyde selectivity, and several functional groups are tolerated. ^(18)O-labeling experiments indicate that the aldehydic O atom is derived from the nitrite salt.
Item Type: | Article | ||||||||||
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Additional Information: | © 2013 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Issue published online: 14 Oct 2013; Article first published online: 13 Sep 2013; Manuscript Received: 2 Aug 2013. We thank Scott Virgil for technical assistance. We acknowledge KAUST, KFUPM, and NSF for funding and the SNSF for a fellowship to B.M. | ||||||||||
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Subject Keywords: | alkenes; anti-Markovnikov; oxidation; oxygen; palladium | ||||||||||
Issue or Number: | 43 | ||||||||||
DOI: | 10.1002/anie.201306756 | ||||||||||
Record Number: | CaltechAUTHORS:20131104-143606168 | ||||||||||
Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20131104-143606168 | ||||||||||
Official Citation: | Wickens, Z. K., Morandi, B. and Grubbs, R. H. (2013), Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst. Angew. Chem. Int. Ed., 52: 11257–11260. doi: 10.1002/anie.201306756 | ||||||||||
Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||||
ID Code: | 42230 | ||||||||||
Collection: | CaltechAUTHORS | ||||||||||
Deposited By: | Ruth Sustaita | ||||||||||
Deposited On: | 04 Nov 2013 22:51 | ||||||||||
Last Modified: | 10 Nov 2021 16:20 |
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