Sarah R. Martel, Denis Planchenault, Richard Wisedale, Timothy Gallagher, Sarah R. Martel, Denis Planchenault and Neil J. Hales
The thermolysis of the β-lactam-based oxazolidinone 1 leads to the formation of cycloadducts 2 and evidence is presented for the participation of the carboxylated azomethine ylide 4, rather than 3 (the more conventional product of oxazolidinone fragmentation), as the key 1,3-dipolar intermediate in this process.