Diastereo-and Enantioselective Palladium-Catalyzed Cycloadditions of 5-Vinyloxazolidine-2,4-diones with Electrophilic Imines - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2023

Diastereo-and Enantioselective Palladium-Catalyzed Cycloadditions of 5-Vinyloxazolidine-2,4-diones with Electrophilic Imines

Résumé

Despite the importance of the 4-imidazolidinone scaffold in bioactive compounds or organocatalysts, methodologies to access these nitrogenated heterocycles remain scarce. This manuscript describes a novel preparation of 4-imidazolidinones via a diastereo-and enantioselective (3+2) cycloaddition between 5-vinyloxazolidine-2,4-diones (VOxD) and electrophilic imines under palladium catalysis. This work supports the synthetic potential of VOxD as promising equivalents of the C-C(=O)-N synthon.

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Chimie organique
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hal-04295634 , version 1 (20-11-2023)

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Antoine Roblin, Nicolas Casaretto, Alexis Archambeau. Diastereo-and Enantioselective Palladium-Catalyzed Cycloadditions of 5-Vinyloxazolidine-2,4-diones with Electrophilic Imines. Organic Letters, 2023, 25 (35), pp.6453-6458. ⟨10.1021/acs.orglett.3c01883⟩. ⟨hal-04295634⟩
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