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.
- boronic acid solution speciation
- boronic ester
Fyfe, J. W. B., Seath, C. P., & Watson, A. J. B. (2014). Chemoselective boronic ester synthesis via controlled speciation. Angewandte Chemie, 53(45), 12077–12080. https://doi.org/10.1002/anie.201406714