Intramolecular nitrilimine cycloadditions onto β-lactams bearing an alkenyl dipolarophile: synthesis of novel tricyclic β-lactams |
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| Authors: | Paola Del Buttero Giorgio Molteni Tullio Pilati |
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| Institution: | 1. Università degli Studi di Milano, Dipartimento di Chimica Organica e Industriale, via Golgi 19, 20133 Milano, Italy;2. Consiglio Nazionale delle Ricerche, Istituto di Scienze e Tecnologie Molecolari, via Golgi 19, 20133 Milano, Italy |
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| Abstract: | A five-step synthesis of novel tricyclic β-lactams has been exploited by stereoselective intramolecular cycloadditions of appropriate nitrilimines 6 and 12. These labile intermediates were generated in situ from the corresponding hydrazonoyl chlorides giving rise to the hitherto unknown azeto3′,4′:1,2]hexano3,4-c]pyrazole and azeto3′,4′:1,2]heptano3,4-c]pyrazole skeletons. |
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