title: Stereoselective rhodium-catalyzed amination of alkenes.
abstract: The first stereoselective rhodium-catalyzed intermolecular aziridination and C-H amination of alkenes to produce chiral carbamate-protected aziridines and allylic amines is described. Good yields and diastereoselectivities were achieved using a readily available chiral N-tosyloxycarbamate and stoichiometric amount of the alkene substrate. Furthermore the protecting group is easy to cleave under mild reaction conditions.
authors.affiliation: Département de Chimie, Université de Montréal, C.P. 6128, Succursale Centre-ville, Montréal, Québec, Canada H3C 3J7. helene.lebel@umontreal.ca
authors.forename: Hélène
authors.initials: H
authors.lastname: Lebel
authors.forename: Cédric
authors.initials: C
authors.lastname: Spitz
authors.forename: Olivier
authors.initials: O
authors.lastname: Leogane
authors.forename: Carl
authors.initials: C
authors.lastname: Trudel
authors.forename: Michaël
authors.initials: M
authors.lastname: Parmentier
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000586:Amination; D001388:Aziridines / Q000138:chemical synthesis / Q000737:chemistry*; D002219:Carbamates / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D001388:Aziridines; D002219:Carbamates; D012238:Rhodium