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Projekt Druckansicht

Anwendung der Palladium-katalysierten asymmetrischen, konjugierten Additionsreaktion von Arylboronsäuren an α,β-ungesättigte Elektrophile als Schlüsselschritt in der Synthese komplexer bioaktiver Moleküle

Antragstellerin Dr. Irina Geibel
Fachliche Zuordnung Organische Molekülchemie - Synthese, Charakterisierung
Förderung Förderung von 2017 bis 2019
Projektkennung Deutsche Forschungsgemeinschaft (DFG) - Projektnummer 399223652
 
Erstellungsjahr 2019

Zusammenfassung der Projektergebnisse

The original topic of the project „Applications of Palladium-Catalyzed Asymmetric Conjugate Addition Reactions of Aryl-boron Nucleophiles to α,β-Unsaturated Electrophiles as a Key-Step in Complex Bioactive Molecule Synthesis“ was changed shortly after arriving at Caltech, because one key reaction at an early stage of the synthesis route did not work, making it impossible to carry on. The new project equally researches the challenging and fascinating field of palladium-catalyzed asymmetric synthesis of quaternary stereocenters. To be able to achieve excellent results in a short time, I worked on this project together with an international team, e.g. Carina I. Jette (PhD student at Caltech), and Jeremy B. Morgan (visiting Professor). Our eminent teamwork led to the discovery of a new way to create quaternary stereocenters, the optimization of the reaction conditions, and the screening of the impact of all reaction partners and conditions. As a result, we filed a provisional application for a patent and published in the renowned journal „Angewandte Chemie“ (Int. Ed.).

Projektbezogene Publikationen (Auswahl)

  • Palladium-Catalyzed Construction of Quaternary Stereocenters by Enantioselective Arylation of γ-Lactams with Aryl Chlorides and Bromides, Ang. Chem. Int. Ed. 2019, 58, 4297–4301
    C. I. Jette, I. Geibel, S. Bachman, M. Hayashi, S. Sakurai, H. Shimizu, J. B. Morgan, B. M. Stoltz
    (Siehe online unter https://doi.org/10.1002/anie.201814475)
 
 

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