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Selective Palladium-Catalyzed Allenic C-H Bond Oxidation for the Synthesis of [3]Dendralenes
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Number of Authors: 32017 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 56, no 42, p. 13112-13116Article in journal (Refereed) Published
Abstract [en]

A highly selective palladium-catalyzed allenic C-H bond oxidation was developed, and it provides a novel and straightforward synthesis of [3]dendralene derivatives. A variety of [3]dendralenes with diverse substitution patterns are accessible with good efficiency and high stereoselectivity. The reaction tolerates a broad substrate scope containing various functional groups on the allene moiety, including ketone, aldehyde, ester, and phenyl groups. Also, a wide range of olefins with both electron-donating and electron-withdrawing aryls, acrylate, sulfone, and phosphonate groups are tolerated.

Place, publisher, year, edition, pages
2017. Vol. 56, no 42, p. 13112-13116
Keywords [en]
dendralenes, allenes, olefination, palladium, regioselectivity
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-147910DOI: 10.1002/anie.201706211ISI: 000412189700058PubMedID: 28799682OAI: oai:DiVA.org:su-147910DiVA, id: diva2:1149863
Available from: 2017-10-17 Created: 2017-10-17 Last updated: 2017-10-17Bibliographically approved

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