Intramolecular cyclisation of (Z)-N-4-alkenylnitrones and the effects of alkenyl substituents

Article abstract of DOI:10.1016/S0040-4039(98)02617-3

The intramolecular 1,3-dipolar cycloaddition reactions of (Z)-N-4- alkenylnitrones carrying various alkenyl substituents were investigated, and the regiochemistry of the resulting isoxazolidines was determined. Silyl-and bromo-substituents were found to effect significant regiocontol on the intramolecular nitrone dipolar cycloaddition reaction.