Organic & Biomolecular Chemistry 2012-10-03

Fluorinated β-nitro amines by a selective ZrCl4-catalyzed aza-Henry reaction of (E)-trifluoromethyl aldimines.

Stefania Fioravanti, Lucio Pellacani, Maria Cecilia Vergari

Index: Org. Biomol. Chem. 10(41) , 8207-10, (2012)

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Abstract

ZrCl(4) 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 CF(3) 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.