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.
| Original language | English |
|---|---|
| Pages (from-to) | 12077–12080 |
| Number of pages | 14 |
| Journal | Angewandte Chemie |
| Volume | 53 |
| Issue number | 45 |
| Early online date | 29 Sept 2014 |
| DOIs | |
| Publication status | Published - 3 Nov 2014 |
Keywords
- chemoselectivity
- boron
- boronic acid solution speciation
- cross-coupling
- palladium
- boronic ester
- oligomerization