Optically active oxaziridines have been prepared by oxidation of aldimines and ketimines with (+)-peroxycamphoric acid. In several oxaziridines, optical activity is due solely to the non-inverting nitrogen atom. Stereoselectivity during oxidation is both temperature and solvent dependent. A suitable choice of conditions produced (–)-3-(4-nitrophenyl)-2-t-butyloxaziridine of high optical rotation ([α]436– 210°).
D. R. Boyd and R. Graham, J. Chem. Soc. C, 1969, 2648 DOI: 10.1039/J39690002648
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