Potassium trifluoroborate salts as convenient, stable reagents for difficult alkyl transfers.

The past decade has witnessed the emergence of potassium organotrifluoroborates as a new class of nucleophilic boron reagents for Suzuki-Miyaura cross-coupling and Rh-catalyzed addition reactions. Potassium organotrifluoroborates are easily prepared, and most are indefinitely stable to air and moisture. Recent advances have focused on the utility of alkyltrifluoroborates in appending alkyl groups selectively and conveniently onto appropriate molecular substructures. This review describes strategies employing these reagents as nucleophilic substrates.