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Chemoselective boronic ester synthesis via controlled speciation

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dc.contributor.authorFyfe, James W. B.
dc.contributor.authorSeath, Ciaran P.
dc.contributor.authorWatson, Allan J. B.
dc.date.accessioned2018-02-07T10:30:19Z
dc.date.available2018-02-07T10:30:19Z
dc.date.issued2014-11-03
dc.identifier252192809
dc.identifierc3e9d2f2-103b-4045-a968-dd636cc552be
dc.identifier84911460873
dc.identifier.citationFyfe , J W B , Seath , C P & Watson , A J B 2014 , ' Chemoselective boronic ester synthesis via controlled speciation ' , Angewandte Chemie International Edition , vol. 53 , no. 45 , pp. 12077-12080 . https://doi.org/10.1002/anie.201406714en
dc.identifier.issn1433-7851
dc.identifier.otherRIS: urn:F4B934C8EA50600D340EA70F7D098944
dc.identifier.otherORCID: /0000-0002-1582-4286/work/56639175
dc.identifier.urihttps://hdl.handle.net/10023/12683
dc.description.abstractControl of boronic acid solution speciation is presented as a new strategy for the chemoselective synthesis of boronic esters. Manipulation of the solution equilibria within a cross-coupling milieu enables the formal homologation of aryl and alkenyl boronic acid pinacol esters. The generation of a new, reactive boronic ester in the presence of an active Pd catalyst also facilitates streamlined iterative catalytic C—C bond formation and provides a method for the controlled oligomerization of sp2-hybridized boronic esters.
dc.format.extent4
dc.format.extent478019
dc.language.isoeng
dc.relation.ispartofAngewandte Chemie International Editionen
dc.rights© 2014 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.en
dc.subjectChemoselectivityen
dc.subjectBoronen
dc.subjectBoronic acid solution speciationen
dc.subjectCross-couplingen
dc.subjectPalladiumen
dc.subjectBoronic esteren
dc.subjectOligomerizationen
dc.subjectQD Chemistryen
dc.subject.lccQDen
dc.titleChemoselective boronic ester synthesis via controlled speciationen
dc.typeJournal articleen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.identifier.doi10.1002/anie.201406714
dc.description.statusPeer revieweden


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