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Pd-Catalyzed Substitution of the OH Group of Nonderivatized Allylic Alcohols by Phenols
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.
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0001-8735-5397
Number of Authors: 42018 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 83, no 7, p. 4099-4104Article in journal (Refereed) Published
Abstract [en]

Nonactivated phenols have been employed as nucleophiles in the allylation of nonderivatized allylic alcohols to generate allylated phenolic ethers with water as the only byproduct. A Pd[BiPhePhos] catalyst was found to be reactive to give the O-allylated phenols in good to excellent yields in the presence of molecular sieves. The reactions are chemo-selective in which the kinetically favored O-allylated products are formed exclusively over the thermodynamically favored C-allylated products.

Place, publisher, year, edition, pages
2018. Vol. 83, no 7, p. 4099-4104
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Chemical Sciences
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URN: urn:nbn:se:su:diva-155953DOI: 10.1021/acs.joc.7b03274ISI: 000429886100067PubMedID: 29517906OAI: oai:DiVA.org:su-155953DiVA, id: diva2:1209317
Available from: 2018-05-22 Created: 2018-05-22 Last updated: 2018-05-22Bibliographically approved

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Akkarasamiyo, SunisaSawadjoon, SupapornSamec, Joseph S. M.
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