Aziridination of Electron-rich Acyclic Allylic alcohols using 3-Acetoxyaminoquinazolinones

Article abstract of DOI:10.1016/0040-4039(95)00453-J

The products from aziridination of the phenyl-substituted allylic alcohols 6 and 7 with 3-acetoxyaminoquinazolinones 1 and 15 have been compared with those from aziridination of the methyl ester analogues 2, and 3: the differences in diastereoselectivities using these electron-rich and electron-deficient alkenes are ascribed to the intervention of transition states 8 and 4 respectively.