HETEROCYCLIC COMMUNICATIONS, cilt.6, sa.6, ss.557-562, 2000 (SCI-Expanded)
1,3-Dipolar cycloaddition reactions of N-methyl-C-substituted phenylnitrones with N-methylmaleimide were studied. The reaction of p-dimethylamino and 4-benzyloxy-3-methoxy substituted phenylnitrones with N-methyl maleimide gave only cis cycloadducts. Contrarily, the reaction of p-nitro and p-chloro substituted phenylnitrones with N-methylmaleimide gave cis and trans cycloadducts. The substituent effects on the stereochemistry of N-methyl-C-substituted phenylnitrone cycloaddition reactions are discussed.