Rhodium-Catalyzed Addition of Organoboronic Acids to Aldehydes

Abstract
Highly inert to ionic additions to aldehydes, aryl- and 1-alkenylboronic acids succumb to a catalytic variant mediated by a [Rh(acac)(CO)2]–diphosphane complex in aqueous phase at 80–95°C to yield secondary alcohols [Eq. (a)]. A key step in the catalytic cycle is the transmetalation between the boron reagent and the rhodium complex. Ln=diphosphane (e.g. 1,1′-bis(diphenylphosphanyl)ferrocene); R=aryl, 1-alkenyl; R′=alkyl, aryl; acac=acetylacetonate.