Organocatalytic asymmetric Povarov reactions with 2- and 3-vinylindoles

Organocatalytic asymmetric Povarov reactions with 2- and 3-vinylindoles

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...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2010-01, Vol.46 (2), p.327-329
Hauptverfasser: Bergonzini, Giulia, Gramigna, Lucia, Mazzanti, Andrea, Fochi, Mariafrancesca, Bernardi, Luca, Ricci, Alfredo
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container_issue 2
container_start_page 327
container_title Chemical communications (Cambridge, England)
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creator Bergonzini, Giulia
Gramigna, Lucia
Mazzanti, Andrea
Fochi, Mariafrancesca
Bernardi, Luca
Ricci, Alfredo
description 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.
doi_str_mv 10.1039/b921113f
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title Organocatalytic asymmetric Povarov reactions with 2- and 3-vinylindoles
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