Practical and General Palladium-Catalyzed Synthesis of Ketones from Internal Olefins

Handle URI:
http://hdl.handle.net/10754/599374
Title:
Practical and General Palladium-Catalyzed Synthesis of Ketones from Internal Olefins
Authors:
Morandi, Bill; Wickens, Zachary K.; Grubbs, Robert H.
Abstract:
Make it simple! A convenient and general palladium-catalyzed oxidation of internal olefins to ketones is reported. The transformation occurs at room temperature and shows wide substrate scope. Applications to the oxidation of seed-oil derivatives and a bioactive natural product (see scheme) are described, as well as intriguing mechanistic features.
Citation:
Morandi B, Wickens ZK, Grubbs RH (2013) Practical and General Palladium-Catalyzed Synthesis of Ketones from Internal Olefins. Angew Chem 125: 3016–3020. Available: http://dx.doi.org/10.1002/ange.201209541.
Publisher:
Wiley-Blackwell
Journal:
Angewandte Chemie
Issue Date:
16-Jan-2013
DOI:
10.1002/ange.201209541
Type:
Article
ISSN:
0044-8249
Sponsors:
We thank Scott Virgil and the Caltech Center for Catalysis for technical assistance. We gratefully acknowledge financial support from King Abdullah University of Science and Technology Center in Development, King Fahd University of Petroleum and Minerals, the NSF, and the Swiss National Science Foundation for a fellowship to B.M.
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Full metadata record

DC FieldValue Language
dc.contributor.authorMorandi, Billen
dc.contributor.authorWickens, Zachary K.en
dc.contributor.authorGrubbs, Robert H.en
dc.date.accessioned2016-02-28T05:49:52Zen
dc.date.available2016-02-28T05:49:52Zen
dc.date.issued2013-01-16en
dc.identifier.citationMorandi B, Wickens ZK, Grubbs RH (2013) Practical and General Palladium-Catalyzed Synthesis of Ketones from Internal Olefins. Angew Chem 125: 3016–3020. Available: http://dx.doi.org/10.1002/ange.201209541.en
dc.identifier.issn0044-8249en
dc.identifier.doi10.1002/ange.201209541en
dc.identifier.urihttp://hdl.handle.net/10754/599374en
dc.description.abstractMake it simple! A convenient and general palladium-catalyzed oxidation of internal olefins to ketones is reported. The transformation occurs at room temperature and shows wide substrate scope. Applications to the oxidation of seed-oil derivatives and a bioactive natural product (see scheme) are described, as well as intriguing mechanistic features.en
dc.description.sponsorshipWe thank Scott Virgil and the Caltech Center for Catalysis for technical assistance. We gratefully acknowledge financial support from King Abdullah University of Science and Technology Center in Development, King Fahd University of Petroleum and Minerals, the NSF, and the Swiss National Science Foundation for a fellowship to B.M.en
dc.publisherWiley-Blackwellen
dc.titlePractical and General Palladium-Catalyzed Synthesis of Ketones from Internal Olefinsen
dc.typeArticleen
dc.identifier.journalAngewandte Chemieen
dc.contributor.institutionDivision of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA)en
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