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Palladium-Catalyzed Oxidative Synthesis of a-Acetoxylated Enones from Alkynes
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0002-6053-8828
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0002-1383-8246
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2016 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 55, no 19, p. 5824-5828Article in journal (Refereed) Published
Abstract [en]

We report a palladium-catalyzed oxidative functionalization of alkynes to generate -acetoxylated enones in one step. A range of functional groups are well-tolerated in this reaction. Mechanistic studies, including the use of O-18-labeled DMSO, revealed that the ketone oxygen atom in the product originates from DMSO.

Place, publisher, year, edition, pages
Wiley-VCH Verlagsgesellschaft, 2016. Vol. 55, no 19, p. 5824-5828
Keywords [en]
alkynes, enones, oxidation, palladium, sulfoxides
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-131000DOI: 10.1002/anie.201600696ISI: 000375118500029PubMedID: 27060476OAI: oai:DiVA.org:su-131000DiVA, id: diva2:934882
Funder
EU, European Research CouncilSwedish Research CouncilBerzelii Centre EXSELENTAvailable from: 2016-06-09 Created: 2016-06-09 Last updated: 2019-12-17Bibliographically approved

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Jiang, TuoQuan, XuZhu, CanAndersson, Pher G.Bäckvall, Jan-E.
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