Issue 2, 2010

Organocatalytic asymmetric Povarov reactions with 2- and 3-vinylindoles§

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.

Graphical abstract: Organocatalytic asymmetric Povarov reactions with 2- and 3-vinylindoles

Supplementary files

Article information

Article type
Communication
Submitted
08 Okt 2009
Accepted
11 Nov 2009
First published
24 Nov 2009

Chem. Commun., 2010,46, 327-329

Organocatalytic asymmetric Povarov reactions with 2- and 3-vinylindoles

G. Bergonzini, L. Gramigna, A. Mazzanti, M. Fochi, L. Bernardi and A. Ricci, Chem. Commun., 2010, 46, 327 DOI: 10.1039/B921113F

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