Browsing by Subject "Beta-lactams"

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    Post-Synthetic Modifications of Amide-Enaminone-Based [2]Rotaxanes for the Stereocontrolled Synthesis of Functionalized β-Lactams
    (Wiley, 2025-07-09) Martínez Cuezva, Alberto; Berná Cánovas, José; Alajarín Cerón, Mateo; Razi, Syed Sibtay; Pérez Artigao, Isabel Mª; Química Orgánica
    Novel amido-enaminone threads serve as efficient templates for the assembly of hydrogen-bonded [2]rotaxanes, enabling versatile post-synthetic modifications. Benzyl groups on the amido moiety allow for diastereoselective intramolecular cyclizations, yielding interlocked β-lactams. The enaminone motif makes possible the stopper exchange while preserving the mechanical bond. Combining cyclization with one-pot stopper exchange and dethreading enables the stereoselective synthesis of highly functionalized non-interlocked lactams featuring a second heterocycle at their side chain via reactions with hydrazines or hydroxylamine