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  Cu-Catalyzed Intermolecular Asymmetric Propargylic Substitution of N-Hydroxyphthalimide Esters with Propargyl Carbonates

Gui, C., Peng, Y., Zhou, Y., Zheng, Y., Wang, H., Yan, Q., et al. (2023). Cu-Catalyzed Intermolecular Asymmetric Propargylic Substitution of N-Hydroxyphthalimide Esters with Propargyl Carbonates. ACS Catalysis, 13(20), 13735-13742. doi:10.1021/acscatal.3c03814.

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 Urheber:
Gui, Chunming1, Autor
Peng, Yuanyuan1, Autor
Zhou, Yang1, Autor
Zheng, Yixuan1, Autor
Wang, Haifeng1, Autor
Yan, Qiongjiao1, Autor
Zhou, Hui2, Autor           
Wang, Wei1, Autor
Chen, Fen-Er1, 3, 4, Autor
Affiliations:
1Pharmaceutical Research Institute, Wuhan Institute of Technology, 430205 Wuhan, China, ou_persistent22              
2Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              
3Engineering Center of Catalysis and Synthesis for Chiral Molecules, Fudan University, 200433 Shanghai, China, ou_persistent22              
4Shanghai Engineering Center of Industrial Catalysis for Chiral Drugs, 200433 Shanghai, China, ou_persistent22              

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Schlagwörter: Asymmetric Catalysis; Amino Acid; Copper Catalysis; N-Acyl Phenylglycine NHP Ester; Propargylation
 Zusammenfassung: Transition-metal-catalyzed asymmetric allylic alkylation is one of the most powerful and well-known strategies for the construction of C–C bonds; nevertheless, propargylation is elusive and remains far less explored. Here, we report the copper-catalyzed asymmetric propargylic substitution of N-acyl phenylglycine N-hydroxyphthalimide (NHP) esters and racemic propargylic carbonates, which afforded multifunctionalized products bearing a terminal alkyne unit in high yields with good stereoselectivities. Moreover, the product can be readily derivatized into other interesting compounds that have great potential for the exploitation of pharmaceutically relevant molecules.

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Sprache(n): eng - English
 Datum: 2023-08-152023-10-112023-10-20
 Publikationsstatus: Erschienen
 Seiten: 8
 Ort, Verlag, Ausgabe: -
 Inhaltsverzeichnis: -
 Art der Begutachtung: Expertenbegutachtung
 Identifikatoren: DOI: 10.1021/acscatal.3c03814
 Art des Abschluß: -

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Titel: ACS Catalysis
  Kurztitel : ACS Catal.
Genre der Quelle: Zeitschrift
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Affiliations:
Ort, Verlag, Ausgabe: Washington, DC : ACS
Seiten: - Band / Heft: 13 (20) Artikelnummer: - Start- / Endseite: 13735 - 13742 Identifikator: ISSN: 2155-5435
CoNE: https://pure.mpg.de/cone/journals/resource/2155-5435