The dipolar 1,3 cycloaddition of C,N‐dialkylnitrone to olefins with hydroxyl group and the derivatives

The reaction rate and stereoselectivity of intermolecular dipolar 1,3 cycloaddition of the C,N-dialkylnitrone to olefins with hydroxyl groups and their derivatives were found to depend upon the type of hydroxyl group. The rate is accelerated in the order: magnesium alkoxide (OMgBr); free hydroxyl group (OH); ether (OR). Selectivities are improved moderately when magnesium alkoxide is used.