A novel highly regio- and diastereoselective haloamination of alkenes catalyzed by divalent palladium

From the readily available allylic alcohols or allylic amines, a novel Pd(II)-CuCl2 -catalyzed haloamination reaction of alkenes with high chemo-, regio-, and diastereo-selectivity was developed. The reaction proceeds through trans-aminopalladation of alkenes, followed by oxidative cleavage of the carbon-palladium bond with retention of configuration. (C) 2003 Elsevier Ltd. All rights reserved.