Reaction of (Z)-1-bromoalk-1-enyldialkylboranes with DMSO: regio- and stereo-selective formation of internal (E)-alkenyl bromides
Chemical Communications Pub Date : 01/01/1900 00:00:00 , DOI:10.1039/A900652D
Abstract
Treatment of (Z)-1-bromoalk-1-enyldialkylboranes 1 with DMSO results in 1,2-migration of an alkyl group from the boron to the α-carbon without elimination of bromine to give internal (E)-alkenyl bromides 2 with excellent stereoselectivity (>99%).
