Synthetic Applications of Aziridinium Ions

Nonactivated aziridine with an electron-donating group at the ring nitrogen should be activated to an aziridinium ion prior to being converted to cyclic and acyclic nitrogen-containing molecules. This review describes ways to generate aziridinium ions and their utilization for synthetic purposes. Specifically, the intra- and intermolecular formation of aziridinium ions with proper electrophiles are classified, and their regio- and stereoselective transformations with nucleophiles are described on the basis of recent developments.

Theoretical insight into the regioselective ring-expansions of bicyclic aziridinium ions

Unraveling the factors affecting the regioselectivity in the ring-expansions of bicyclic aziridiniums.

Synthetic and theoretical investigation on the one-pot halogenation of β-amino alcohols and nucleophilic ring opening of aziridinium ions

One-pot formation and nucleophilic ring opening of aziridinium ions are reported.