Palladium-catalyzed highly regio- and stereoselective addition of organoboronic acids to allenes in the presence of AcOH

Chemistry. 2003 Dec 15;9(24):6049-56. doi: 10.1002/chem.200305301.

Abstract

The Pd(0)-catalyzed regio- and stereoselective addition of organoboronic acids to allenes leads to stereodefined tri- or tetrasubstituted alkenes. Furthermore, this method shows high substitutent-loading capability and tolerance of various substitutents. A hydropalladation-Suzuki coupling mechanism, which may account for the regio- and stereoselectivity, is proposed.