Acrylic acid chirality, role

Enantioselective aziridination has also been achieved by use of an enantiopure ligand [70]. Reaction of a variety of N-enoyl oxazohdinones with N-aminophthalimide and lead tetraacetate in the presence of camphor-derived chiral ligands provided the N-phthahmidoaziridines in good to high enantiomeric excess (Scheme 13.49). The oxazohdinone moiety of the substrate played an indispensable role in this reaction. The use of aryl acrylates led either to low stereoselectivity or low chemical yield. Coordination of the hgand-mediated Lewis acid to the bidentate acyl oxazohdinone might account for these results. 

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