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Dipartimento di Chimica, Università degli Studi di Roma “La Sapienza”, P.le Aldo Moro 5, I-00185 Roma, Italy
E-mail: lucio.pellacani@uniroma1.it
; Fax: +39 06490631
; Tel: +39 0649913673
Org. Biomol. Chem., 2012,10, 8207-8210
DOI:
10.1039/C2OB26397A
Received
18 Jul 2012,
Accepted
06 Sep 2012
First published online
07 Sep 2012
ZrCl4 was found to be an ideal catalyst to promote aza-Henry reactions between trifluoromethyl aldimines and some nitro alkanes giving new fluorinated β-nitro amines. The reaction is strongly influenced by the CF3 group, the yield by the alkyl chain of the nitro compound, while the stereochemical outcome seems to be unaffected, the anti isomer being always the major product.