Remarkable Stereocontrol in 1,3-Dipolar Cycloaddition of Acyclic Nitrones: Investigation of the Cycloaddition of C,N-Diaryl Nitrones to Methyl Cinnamate under Different Reaction Conditions.

Abstract Investigation of the cycloaddition of C,N-diarylnitrones to methyl cinnamate under different reaction conditions were carried out. Two diastereoisomeric and one regioisomeric cycloadducts were isolated and characterized by spectroscopic and x-ray data. Remarkable change in selectivity was noticed in solvent-free condition and in the presence of ytterbium triflate as catalyst.