Regio- and Stereoselectivity in 1,3-dipolar Cycloaddition Reaction of 2-diazopropane with Benzylidene-N-arylsuccinimide and Benzylidene-N-arylmethylsuccinimide Derivatives: Synthesis of Gem-dimethylcyclopropane

Abstract

1,3-dipolar cycloaddition of 2-diazopropane with (E)-benzylidene-N-arylsuccinimide and (E)-benzylidene-N-arylmethylsuccinimide derivatives is taking place regiospecifically to give a new spiro-pyrazolines. The reaction of 2-diazopropane with (E)-benzylidene-N-arylmethylsuccinimide derivatives is diastereospecific. Irradiation of the pyrazoline led to clean extruction of nitrogen to give the new spiro-cyclopropanes.