Iron-Catalyzed Enantioselective Intramolecular Inverse Electron-Demand Hetero Diels–Alder Reactions: An Access to Bicyclic Dihydropyran Derivatives - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2019

Iron-Catalyzed Enantioselective Intramolecular Inverse Electron-Demand Hetero Diels–Alder Reactions: An Access to Bicyclic Dihydropyran Derivatives

Résumé

A highly enantioselective iron-catalyzed Intramolecular Inverse Electron-Demand Hetero Diels-Alder (IIEDHDA) reaction is reported. By using a chiral semicorrin ligand in the presence of 2,6 lutidine, good isolated yields and excellent enantioselectivities were observed (up to 96% ee). Thanks to the versatile post-functionalization of the acyl-imidazole moiety, this methodology represents a unique example of the straightforward construction of highly valuable enantioenriched bicyclic dihydropyran derivatives.

Domaines

Chimie organique
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Dates et versions

hal-02429682 , version 1 (23-11-2020)

Identifiants

Citer

Jimmy Lauberteaux, Aurélien Lebrun, Arie van Der Lee, Marc Mauduit, Renata Marcia de Figueiredo, et al.. Iron-Catalyzed Enantioselective Intramolecular Inverse Electron-Demand Hetero Diels–Alder Reactions: An Access to Bicyclic Dihydropyran Derivatives. Organic Letters, 2019, 21 (24), pp.10007-10012. ⟨10.1021/acs.orglett.9b03752⟩. ⟨hal-02429682⟩
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