Many electrophiles are chiral and optically stable.  Typically chiral electrophiles are also optically pure.
One such reagent is the fructose-derived organocatalyst used in the Shi epoxidation. The catalyst can accomplish highly enantioselective epoxidations of trans-disubstituted and trisubstituted alkenes. The Shi catalyst, a ketone, is oxidized by stoichiometric oxone to the active dioxirane form before proceeding in the catalytic cycle.
Oxaziridines such as chiral N-sulfonyloxaziridines effect enantioselective ketone alpha oxidation en route to the AB-ring segments of various natural products, including γ-rhodomycionone and α-citromycinone.
Polymer-bound chiral selenium electrophiles effect asymmetric selenenylation reactions. The reagents are aryl selenenyl bromides, and they were first developed for solution phase chemistry and then modified for solid phase bead attachment via an aryloxy moiety. The solid-phase reagents were applied toward the selenenylation of various alkenes with good enantioselectivities. The products can be cleaved from the solid support using organotin hydride reducing agents. Solid-supported reagents offers advantages over solution phase chemistry due to the ease of workup and purification.