title: Stable aziridinium salts as versatile intermediates: isolation and regio- and stereoselective ring-opening and rearrangement.
abstract: Rock trapping and exploration: Aziridinium bromide salts were discovered serendipitously during bromination of N,N-dicarboxymethylated beta-amino alcohols. Regiospecific ring-opening and rearrangement of the isolated, surprisingly stable aziridinium salts produces useful molecules including C-functionalized oxomorpholines and alpha,beta-unsaturated amines.
authors.affiliation: Chemistry Division, Biological, Chemical, and Physical Sciences Department, Illinois Institute of Technology, Chicago, IL, USA.
authors.forename: Hyun A
authors.initials: HA
authors.lastname: Song
authors.forename: Mamta
authors.initials: M
authors.lastname: Dadwal
authors.forename: Yeseul
authors.initials: Y
authors.lastname: Lee
authors.forename: Emily
authors.initials: E
authors.lastname: Mick
authors.forename: Hyun-Soon
authors.initials: HS
authors.lastname: Chong
mesh_terms: D000588:Amines / Q000737:chemistry; D000605:Amino Alcohols / Q000737:chemistry; D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D002412:Cations / Q000138:chemical synthesis / Q000737:chemistry; D054879:Halogenation; D009025:Morpholines / Q000737:chemistry; D012492:Salts / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000588:Amines; D000605:Amino Alcohols; D001388:Aziridines; D002412:Cations; D009025:Morpholines; D012492:Salts