α,β-Unsaturated Acyl Cyanides as New Bis-Electrophiles for Enantioselective Organocatalyzed Formal [3+3]Spiroannulation - Aix-Marseille Université Accéder directement au contenu
Article Dans Une Revue Chemistry - A European Journal Année : 2014

α,β-Unsaturated Acyl Cyanides as New Bis-Electrophiles for Enantioselective Organocatalyzed Formal [3+3]Spiroannulation

Résumé

α,β-Unsaturated acyl cyanides are key bis-electrophile substrates for successful domino enantioselective organocatalyzed Michael-intramolecular acylation domino sequences. This new reactivity has been applied to the synthesis of enantioenriched azaspiro[4,5]decanone ring systems by a formal [3+3]spiroannulation, constituting a rare example of synthesis of glutarimides in an optically active form.

Domaines

Chimie organique

Dates et versions

hal-01133425 , version 1 (19-03-2015)

Identifiants

Citer

Sébastien Goudedranche, Xavier Bugaut, Thierry Constantieux, Damien Bonne, Jean Rodriguez. α,β-Unsaturated Acyl Cyanides as New Bis-Electrophiles for Enantioselective Organocatalyzed Formal [3+3]Spiroannulation . Chemistry - A European Journal, 2014, 20 (2), pp.410-415. ⟨10.1002/chem.201303613⟩. ⟨hal-01133425⟩
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