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Upon treatment with base N-substitutedcarbamoylmethylphenanthridinium salts were converted intoazomethine ylides. These intermediates were intercepted withsymmetrically substituted dipolarophiles, and thestereochemistry of the cycloadducts has been found to bedependent on the substitution at the amide nitrogen atom.

Influence of N-substituents of carbamoyl-stabilized azomethine ylides in 1,3-dipolar cycloadditions