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Cyclopropylmethyl Protection of Phenols: Total Synthesis of the Resveratrol Dimers Anigopreissin A and Resveratrol-Piceatannol Hybrid
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.
Umeå University, Faculty of Science and Technology, Department of Chemistry.ORCID iD: 0000-0002-3219-4669
2018 (English)In: ChemistryOpen, ISSN 2191-1363, Vol. 7, no 12, p. 953-956Article in journal (Refereed) Published
Abstract [en]

We demonstrate the versatile use of the cyclopropylmethyl group to protect phenols through the total synthesis of two benzofuran-based natural products, that is, anigopreissin A and the resveratrol-piceatannol hybrid. This protecting group is a good alternative to the conventional methyl group, owing to the feasibility of introduction, stability under a variety of conditions, and its relative ease of removal under different acidic conditions.

Place, publisher, year, edition, pages
Wiley-VCH Verlagsgesellschaft, 2018. Vol. 7, no 12, p. 953-956
Keywords [en]
anigopreissin A, cyclopropylmethyl protecting group, deprotection, resveratrol-piceatannol hybrid, total synthesis
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:umu:diva-155651DOI: 10.1002/open.201800214ISI: 000454525600002PubMedID: 30524921OAI: oai:DiVA.org:umu-155651DiVA, id: diva2:1282616
Funder
Swedish Research Council, 621-2014-4670Available from: 2019-01-25 Created: 2019-01-25 Last updated: 2019-01-25Bibliographically approved

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Kumar, ArvindSaleeb, MichaelElofsson, Mikael

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