Syn-diastereoselective alkenylation with a modified Seyferth–Wittig reagent: modification of the silyl substituents and isopropenylation
Abstract
The introduction of electronegative substituents onto the silyl group of triaryl(2-silylethylidene)phosphorane promotes eliminative silyl migration relative to the Wittig reaction; the combination of this effect with modification of the phosphorane substituents leads to highly diastereoselective reagents for alkenylation.