Regio- and stereoselectivity in reactions of 2,3-cis- and trans-3-alkyl-2-vinylaziridines with organocopper reagents: Importance of 2,3-cis-stereochemistry in controlling selectivity

Article abstract of DOI:10.1016/S0040-4039(97)01726-7

By treatment with organocopper reagents, N-activated 2,3-cis-3-alkyl-2-vinylaziridines produced exclusively (E)-allyl amines in high yields, presumably via an anti-S(N)2' reaction pathway. On the other hand, under otherwise identical conditions, N-activat