title: α,β-Unsaturated acyl cyanides as new bis-electrophiles for enantioselective organocatalyzed formal [3+3]spiroannulation.
abstract: 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.
authors.affiliation: Aix-Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille (France), Fax: (+33) 491 289 187.
authors.forename: Sébastien
authors.initials: S
authors.lastname: Goudedranche
authors.forename: Xavier
authors.initials: X
authors.lastname: Bugaut
authors.forename: Thierry
authors.initials: T
authors.lastname: Constantieux
authors.forename: Damien
authors.initials: D
authors.lastname: Bonne
authors.forename: Jean
authors.initials: J
authors.lastname: Rodriguez
keywords: domino reactions; enantioselectivity; glutarimides; organocatalysis; spiroannulation