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

摘要

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.