Accéder directement au contenu Accéder directement à la navigation
Article dans une revue

Catalytic Enantioselective Cyclopropanation of α-Fluoroacrylates: An Experimental and Theoretical Study

Abstract : Herein, we report the catalytic asymmetric synthesis of functionalized fluorocyclopropanes from α-fluoroacrylates. The method using Rh2((S)-TCPTTL)4 allowed the difficult reaction of an in situ-generated electrophilic Rh-carbene with an electron-poor α-fluoroacrylate. The desired fluorocyclopropanes were obtained in good yields, excellent dr and ee. Finally, the mechanism of this transformation was studied by density functional theory (DFT) calculations to explain the particular reactivity of the donor–acceptor diazo compounds with electron-deficient α-fluoroacrylates.
Domaine :
Liste complète des métadonnées

https://hal-normandie-univ.archives-ouvertes.fr/hal-02278764
Contributeur : Madeleine Roux-Merlin <>
Soumis le : mercredi 4 septembre 2019 - 15:50:01
Dernière modification le : mardi 14 avril 2020 - 22:50:03

Identifiants

Citation

Amandine Pons, Vincent Tognetti, Laurent Joubert, Thomas Poisson, Xavier Pannecoucke, et al.. Catalytic Enantioselective Cyclopropanation of α-Fluoroacrylates: An Experimental and Theoretical Study. ACS Catalysis, American Chemical Society, 2019, 9 (3), pp.2594-2598. ⟨10.1021/acscatal.9b00354⟩. ⟨hal-02278764⟩

Partager

Métriques

Consultations de la notice

27