Acyloxylation at the 4-Position of Azetidin-2-ones
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.
Easton, Christopher J.,Love, Stephen G.,Wang, Peng
p. 277 - 282
(2007/10/02)
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