Chemoselective boronic ester synthesis via controlled speciation

Fyfe, James W. B. and Seath, Ciaran P. and Watson, Allan J. B. (2014) Chemoselective boronic ester synthesis via controlled speciation. Angewandte Chemie, 53 (45). 12077–12080. ISSN 0044-8249 (https://doi.org/10.1002/anie.201406714)

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Abstract

Control 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.

ORCID iDs

Fyfe, James W. B. ORCID logoORCID: https://orcid.org/0000-0001-8501-9197, Seath, Ciaran P. ORCID logoORCID: https://orcid.org/0000-0002-6774-128X and Watson, Allan J. B.;
  • Item type:Article
    ID code:49160
    Dates:
    Date
    Event
    3 November 2014
    Published
    29 September 2014
    Published Online
    3 September 2014
    Accepted
    Keywords:chemoselectivity, boron, boronic acid solution speciation, cross-coupling, palladium, boronic ester , oligomerization, Physical and theoretical chemistry, Physical and Theoretical Chemistry, Medicine(all)
    Subjects:Science > Chemistry > Physical and theoretical chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:10 Sep 2014 10:18
    Last modified:02 Apr 2023 01:54
    Related URLs:
    URI:https://strathprints.strath.ac.uk/id/eprint/49160
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