title: Regioselective synthesis of N-beta-hydroxyethylaziridines by the ring-opening reaction of epoxides with aziridine generated in situ.
abstract: [reaction: see text] Biologically important N-beta-hydroxyethylaziridine intermediates were conveniently prepared by regioselective ring-opening reactions of diversely substituted epoxides. Ethyleneimine generated in situ under basic conditions from beta-chloroethylamine was used as a nucleophile to open the epoxides in an aqueous environment.
authors.affiliation: Department of Medicinal Chemistry and Molecular Pharmacology and the Purdue Cancer Center, School of Pharmacy and Pharmaceutical Sciences, Purdue University, West Lafayette, Indiana 47907, USA.
authors.forename: Ha Young
authors.initials: HY
authors.lastname: Kim
authors.forename: Arindam
authors.initials: A
authors.lastname: Talukdar
authors.forename: Mark
authors.initials: M
authors.lastname: Cushman
mesh_terms: D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D004852:Epoxy Compounds / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001388:Aziridines; D004852:Epoxy Compounds