Stereoselectivity of the reactions of N-phthaloyl iminium ions and amino-substituted radicals derived from threonine

Article abstract of DOI:10.1016/0040-4039(96)00387-5

Reactions of phthalimido-substituted radicals of type B and iminium ions of type C have been investigated. Similar stereoselectivities were observed in both cases and explained by a model based on minimization of allylic 1,3-strain. The first intermolecular radical addition to the a β-substituted dehydroamino acid is reported.