Diastereoselective synthesis of isoxazolidines and spiroisoxazolidines via catalytic ۱,۳-dipolar cycloaddition reactions in the presence of Fe۳O۴-L-proline nanoparticles as a magnetic organocatalyst

چکیده مقاله

An efficient, one-pot, three-component protocol for the synthesis of a small library of chiral isoxazolidines and spiroisoxazolidines with high diastereoselectivity, from the reaction of N-arylhydroxylamines, arylaldehydes, isatins, and a,b-unsaturated aldehydes is described. L-Proline functionalized Fe3O4 nanoparticles as a magnetic organocatalyst gave isoxazolidine products in high yields as single isomers with an endo-configuration. Notable features of this methodology were: short reaction time, good to excellent yields, and use of an easily recovered heterogeneous catalyst that could be reused many times without significant loss of its catalytic activity.