Chemoselective boronic ester synthesis via controlled speciation

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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 1521-3773 (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.;
CORE (COnnecting REpositories)