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Department of Industrial Chemistry “Toso Montanari”, School of Science, University of Bologna, V. Risorgimento 4, 40136 Bologna, Italy
E-mail: mariafrancesca.fochi@unibo.it, luca.bernardi2@unibo.it
; Fax: +39 051 2093654
; Tel: +39 0512093653
Chem. Commun., 2013,49, 880-882
DOI:
10.1039/C2CC38002A
Received
05 Nov 2012,
Accepted
06 Dec 2012
First published online
07 Dec 2012
The first example of a catalytic asymmetric vinylogous Povarov reaction is presented. 1-N-Acylamino-1,3-butadienes react selectively at their terminal double bond in the presence of a chiral phosphoric acid catalyst, delivering highly enantioenriched 1,2,3,4-tetrahydroquinolines bearing a synthetically versatile enecarbamate group at the 4-position.