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Transition-Metal-Free Borylation of Allylic and Propargylic Alcohols
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0002-9349-7137
2016 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 55, no 13, p. 4303-4307Article in journal (Refereed) Published
Abstract [en]

The base-catalyzed allylic borylation of tertiary allylic alcohols allows the synthesis of 1,1-disubstituted allyl boronates, in moderate to high yield. The unexpected tandem performance of the Lewis acid-base adduct, [Hbase](+)[MeO-B(2)pin(2)](-) favored the formation of 1,2,3-triborylated species from the tertiary allylic alcohols and 1-propargylic cyclohexanol at 90 degrees C.

Place, publisher, year, edition, pages
Wiley-VCH Verlagsgesellschaft, 2016. Vol. 55, no 13, p. 4303-4307
Keywords [en]
allyl boronates, allylic alcohols, allylic borylation, metal-free, polyboronates
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-130149DOI: 10.1002/anie.201511255ISI: 000373006100027PubMedID: 26934578OAI: oai:DiVA.org:su-130149DiVA, id: diva2:928583
Funder
Swedish Research CouncilKnut and Alice Wallenberg FoundationAvailable from: 2016-05-16 Created: 2016-05-09 Last updated: 2022-03-23Bibliographically approved

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