First Zinc Bromide Promoted Annulative Domino Reactions between Enamines and Cyclic Morita–Baylis–Hillman Alcohols: Synthesis of N,O-Ketals - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue SYNLETT Année : 2020

First Zinc Bromide Promoted Annulative Domino Reactions between Enamines and Cyclic Morita–Baylis–Hillman Alcohols: Synthesis of N,O-Ketals

Résumé

A new efficient ZnBr2-mediated annulative domino reaction between enamines and cyclic Morita–Baylis–Hillman (MBH) alcohols is disclosed. The process involves a tandem sequence (intermolecular conjugate addition of enamines to MBH alcohols and intramolecular nucleophilic addition of the hydroxyl moiety to the transiently generated iminium ion), affording the corresponding N,O-ketals diastereoselectively in good yields.
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Dates et versions

hal-02996913 , version 1 (12-11-2020)

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Ghalia Bouhalleb, Ahmed Meddeb, Noura Fakhar Bourguiba, Julien Legros, Giovanni Poli, et al.. First Zinc Bromide Promoted Annulative Domino Reactions between Enamines and Cyclic Morita–Baylis–Hillman Alcohols: Synthesis of N,O-Ketals. SYNLETT, 2020, 31 (13), pp.1282-1286. ⟨10.1055/s-0040-1707467⟩. ⟨hal-02996913⟩
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