Stepwise reduction of ethyl 3-azido-2-oxo-pyrrolidine-3-carboxylate (5), readily available from ethyl 2,3-dioxopiperidine-4-carboxylate (1) through a novel ring contraction, leads to (±)-cucurbitine (9).
H. J. Monteiro, J. Chem. Soc., Chem. Commun., 1973, 2 DOI: 10.1039/C39730000002
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