ChemInform Abstract: Monocarboxylates of 3-Methylidene-β-lactams: Synthesis and Unusual Oxidative Rearrangement into a Spiro(azetidine-3,3′- pyrrolidine) Derivative.
Abstract
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ChemInform Abstract
Coupling of the lactams (I) with the glyoxalates (II) in the presence of TmsCl followed by desilylation yields title compounds like (III). Treatment of the latter with oxidizing reagents does not give the expected oxiranes but the spiro compound (IV), whose structure is confirmed by X-ray analysis. In addition, it is shown that the coupling reaction in the absence of TmsCl provides the bis-lactam (V) after desilylation.
