Publication: Post-Synthetic Modifications of Amide-Enaminone-Based [2]Rotaxanes for the Stereocontrolled Synthesis of Functionalized β-Lactams
Authors
Martínez Cuezva, Alberto ; Berná Cánovas, José ; Alajarín Cerón, Mateo ; Razi, Syed Sibtay ; Pérez Artigao, Isabel Mª
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Publisher
Wiley
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DOI
https://doi.org/10.1002/ceur.202500114
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info:eu-repo/semantics/article
Description
Abstract
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
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Citation
Chemistry Europe Early View 202500114
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