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

Organic & biomolecular chemistry (2012-09-26)
Stefania Fioravanti, Lucio Pellacani, Maria Cecilia Vergari
RÉSUMÉ

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.

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Sigma-Aldrich
Zirconium(IV) chloride, ≥99.5% trace metals basis
Sigma-Aldrich
Zirconium(IV) chloride, anhydrous, powder, 99.99% trace metals basis
Sigma-Aldrich
Zirconium(IV) chloride, ≥99.9% trace metals basis