Abstract:The reactivity of C-CH 3 substituted N-protected aldimines in aza-Henry addition reactions was compared with that of the analogous trifluoromethylated compounds. C-Alkyl aldimines easily reacted with nitro alkanes under solvent-free conditions and in the absence of catalyst, despite being worse electrophiles than C-CF 3 aldimines, they gave the aza-Henry addition only when ZrCl 4 was added. The presence of a bulky group on the imine carbon deeply influenced the reactivity.
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