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Post-Synthetic Modifications of Amide-Enaminone-Based [2]Rotaxanes for the Stereocontrolled Synthesis of Functionalized β-Lactams

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dc.contributor.authorMartínez Cuezva, Alberto
dc.contributor.authorBerná Cánovas, José
dc.contributor.authorAlajarín Cerón, Mateo
dc.contributor.authorRazi, Syed Sibtay
dc.contributor.authorPérez Artigao, Isabel Mª
dc.contributor.departmentQuímica Orgánica
dc.date.accessioned2025-09-30T07:16:02Z
dc.date.available2025-09-30T07:16:02Z
dc.date.copyright© Wiley-VCH GmbH, Weinheim
dc.date.issued2025-07-09
dc.description.abstractNovel 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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dc.format.extent13
dc.identifier.citationChemistry Europe Early View 202500114
dc.identifier.doihttps://doi.org/10.1002/ceur.202500114
dc.identifier.eissnISSN:2751-4765
dc.identifier.urihttp://hdl.handle.net/10201/163969
dc.languageeng
dc.publisherWiley
dc.relationThis work was supported by PID2023-149097NB-I00 and funded by MICIU/AEI/10.13039/501100011033 and ERDF/EU and Project 21907/PI/22 funded by Fundacion Seneca-CARM. S.S.R. thanks Ministerio de Universidades of the Government of Spain for his Maria Zambrano postdoctoral contract (financed by the European Union—NextGenerationEU).
dc.relation.publisherversionhttps://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ceur.202500114
dc.relation.requireshttp://hdl.handle.net/10201/164070
dc.rightsAttribution 4.0 International
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.subjectMechanical Bond Effects
dc.subjectHydrogen-Bonded Rotaxanes
dc.subjectBeta-lactams
dc.subject.odsObjetivo 8: Crecimiento económico
dc.titlePost-Synthetic Modifications of Amide-Enaminone-Based [2]Rotaxanes for the Stereocontrolled Synthesis of Functionalized β-Lactams
dc.typeinfo:eu-repo/semantics/article
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