Chemoselective boronic ester synthesis via controlled speciation
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.
Citation
Fyfe , 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.201406714
Publication
Angewandte Chemie International Edition
Status
Peer reviewed
ISSN
1433-7851Type
Journal article
Collections
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