Sterically congested chiral activated aziridines: Synthesis of both 2,3- cis-and 2,3-Trans-2-alkenyl-3-alkylaziridines from common intermediates

Article abstract of DOI:10.1016/S0040-4039(98)02604-5

Whereas treatment of the allylic mesylates of N-protected 2-alkyl-4- amino-(E)-2-alken-1-ols with sodium hydride in DMF yields exclusively the corresponding 2,3-trans-2-alkenyl-3-alkylaziridines, exposure of the methyl carbonates of N-protected 2-alkyl-4-