Va. Soloshonok et T. Ono, THE EFFECT OF SUBSTITUENTS ON THE FEASIBILITY OF [1,3]-PROTON SHIFT REACTION - NEW SYNTHETIC OPPORTUNITIES, Synlett, (9), 1996, pp. 919
The effect of substituents on the feasibility of biomimetic [1,3]-prot
on shift isomerization of the imines derived from benzyl trifluorometh
yl ketone has been studied. Reaction rate was shown to be controlled b
y the nature of substitution on the N-site of starting imine. Specific
ally, the electron-withdrawing substituent on the phenyl of N-benzyl g
roup facilitates the azomethine-azomethine isomerization.