title: General access to chiral N-alkyl terminal aziridines via organocatalysis.
abstract: A three step, one-pot protocol involving enantioselective alpha-chlorination of aldehydes, subsequent reductive amination with a primary amine, and S(N)2 displacement to afford chiral N-alkyl terminal aziridines in 40-65% yield (74-87%/step) and, in most cases, >90% ee is reported.
authors.affiliation: Department of Chemistry, Vanderbilt Institute of Chemical Biology, Vanderbilt University Medical Center, Nashville, Tennessee 37232, USA.
authors.forename: Olugbeminiyi O
authors.initials: OO
authors.lastname: Fadeyi
authors.forename: Michael L
authors.initials: ML
authors.lastname: Schulte
authors.forename: Craig W
authors.initials: CW
authors.lastname: Lindsley
mesh_terms: D000478:Alkylation; D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D009584:Nitrogen / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D001388:Aziridines; C033132:aziridine; D009584:Nitrogen