The reaction of 1,3-bis-(1-adamantyl)aziridin-2-one with magnesium chloride, bromide, or iodide affords the corresponding α-halogeno-amide by cleavage of the alkyl–nitrogen bond, whereas reaction of the same aziridinone with magnesium methoxide yields an α-aminoester by cleavage of the acyl-nitrogen bond.
E. R. Talaty, A. E. Dupuy and C. M. Utermoehlen, J. Chem. Soc. D, 1971, 16 DOI: 10.1039/C29710000016
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