The copper-catalysed reaction of azetidin-2-ones with t-butyl perbenzoate or peracetate affords the corresponding 4-benzoyloxy- and acetoxy-substituted β-lactams, respectively. N-Unsubstituted 4-acyloxyazetidinones can be synthesized by dearylation of the N-(4-methoxyphenyl)-substituted products with ceric ammonium nitrate. Acyloxylation of β-lactams that are monosubstituted at C-3 affords predominantly trans-products.
C. J. Easton, S. G. Love and P. Wang, J. Chem. Soc., Perkin Trans. 1, 1990, 277 DOI: 10.1039/P19900000277
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