Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst

Handle URI:
http://hdl.handle.net/10754/597486
Title:
Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst
Authors:
Wickens, Zachary K.; Morandi, Bill; Grubbs, Robert H.
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. 18O-labeling experiments indicate that the aldehydic O atom is derived from the nitrite salt.
Citation:
Wickens ZK, Morandi B, Grubbs RH (2013) Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst. Angew Chem 125: 11467–11470. Available: http://dx.doi.org/10.1002/ange.201306756.
Publisher:
Wiley-Blackwell
Journal:
Angewandte Chemie
Issue Date:
13-Sep-2013
DOI:
10.1002/ange.201306756
Type:
Article
ISSN:
0044-8249
Sponsors:
We thank Scott Virgil for technical assistance. We acknowledge KAUST, KFUPM, and NSF for funding and the SNSF for a fellowship to B.M.
Appears in Collections:
Publications Acknowledging KAUST Support

Full metadata record

DC FieldValue Language
dc.contributor.authorWickens, Zachary K.en
dc.contributor.authorMorandi, Billen
dc.contributor.authorGrubbs, Robert H.en
dc.date.accessioned2016-02-25T12:40:40Zen
dc.date.available2016-02-25T12:40:40Zen
dc.date.issued2013-09-13en
dc.identifier.citationWickens ZK, Morandi B, Grubbs RH (2013) Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst. Angew Chem 125: 11467–11470. Available: http://dx.doi.org/10.1002/ange.201306756.en
dc.identifier.issn0044-8249en
dc.identifier.doi10.1002/ange.201306756en
dc.identifier.urihttp://hdl.handle.net/10754/597486en
dc.description.abstractBreaking 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. 18O-labeling experiments indicate that the aldehydic O atom is derived from the nitrite salt.en
dc.description.sponsorshipWe thank Scott Virgil for technical assistance. We acknowledge KAUST, KFUPM, and NSF for funding and the SNSF for a fellowship to B.M.en
dc.publisherWiley-Blackwellen
dc.titleAldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalysten
dc.typeArticleen
dc.identifier.journalAngewandte Chemieen
dc.contributor.institutionDivision of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA)en
All Items in KAUST are protected by copyright, with all rights reserved, unless otherwise indicated.