Abstract
A five-session laboratory experiment is described for the synthesis of a b-lactam via Rh(II) catalysed intramolecular C-H insertion of a a-diazo-a-ethoxycarbonylacetamide. The metallo-carbene, responsible for the C-H bond activation, was generated from the diazo substrate and the catalyst Rh2(OAc)4. The high stability and solubility of the catalyst and the exclusive C-H insertion of the Rh-carbene allows the synthesis of this important heterocycle in water and the catalyst reutilization.
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