Rearrangements of a penicillin-derived ylide

Abstract
The β-lactam fused thiadiazine ylide (1) undergoes quantitative thermal rearrangement to the thiadiazine ring-opened β-lactam (2), which can then undergo β-lactam cleavage rections with a variety of nucleophilic reagents to give dipeptides [(3)–(5)].

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