4-(Methylthio)azetidin-2-ones when treated with chloramine T gave in each case a single sulphimide enantiomer, together with both possible sulphoxides. The sulphimides were readily converted by heating, or by attempted oxidation or reduction, into β-lactam fused oxazolines. The 4-methylthio-3-(triphenylmethylamino)azetidin-2-one derivative did not undergo comparable reaction with chloramine T.
M. M. Campbell and G. Johnson, J. Chem. Soc., Perkin Trans. 1, 1975, 1077 DOI: 10.1039/P19750001077
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