Organocatalytic asymmetric Povarov reactions with 2- and 3-vinylindoles
Chemical Communications2009Vol. 46(2), pp. 327–329
Citations Over TimeTop 10% of 2009 papers
Giulia Bergonzini, Lucia Gramigna, Andrea Mazzanti, Mariafrancesca Fochi, Luca Bernardi, Alfredo Ricci
Abstract
The asymmetric Povarov reaction of N-arylimines with 2- and 3-vinylindoles has been developed using a chiral phosphoric acid ((S)-TRIP) as catalyst. The peculiar reactivity of vinylindoles allowed also the disclosure of a Povarov Friedel–Crafts sequence, and the trapping of the reaction intermediate with nucleophilic species, thus providing a versatile platform for the preparation of highly enantioenriched indole derivatives.
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