Stereoselective Synthesis of (E)- and (Z)-Disubstituted Vinyl Bromides via Organoboranes

Article abstract of DOI:10.1055/s-1986-31680

Treatment of - and -disubstituted vinyldimethoxyboranes, prepared as described previously, with bromine, followed by a base, produced - and -disubstituted vinyl bromides in good yields (61-80percent) and excellent stereochemical purities (>/-97percent).In both cases, replacement of the boron moiety with bromine proceeds with inversion.