Aziridination of Chiral 3-(2,2-Dimethyl-1,3-dioxolan-4-yl)-2-propenoate Esters

The reactions of chiral 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-propenoate esters 2–5 with NsONHCO2Et and CaO, produce the aziridine derivatives by addition of (ethoxycarbonyl)amino group on the double bond. The stereoselectivity is good for trans substrates. Products are precursors to polyhydroxy amino acids.