Abstract

The reaction of substituted benzylidene anilines with 1,1-dicyano or 1-cyano 1-ethoxycarbonyl epoxides gives oxazolidines, the structures of which is established by NMR spectroscopy. The formation of oxazolidines proceeds via regiospecific addition of epoxide derived ylid to imine. The influence of ylid substituants and imine substituants on the reaction may be interpreted by interactions of the frontier orbitals.

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