title: Organocatalytic asymmetric alpha-bromination of aldehydes and ketones.
abstract: The first organocatalytic enantioselective alpha-bromination of aldehydes and ketones is presented; a C2-symmetric diphenylpyrrolidine catalyst afforded the alpha-brominated aldehydes in good yields and up to 96% ee, while ketones were alpha-brominated by a C2-symmetric imidazolidine in up to 94% ee; furthermore, the organocatalytic enantioselective alpha-iodination of aldehydes is also demonstrated to proceed with up to 89% ee.
authors.affiliation: Danish National Research Foundation: Center for Catalysis, Department of Chemistry, Aarhus University.
authors.forename: Søren
authors.initials: S
authors.lastname: Bertelsen
authors.forename: Nis
authors.initials: N
authors.lastname: Halland
authors.forename: Stephan
authors.initials: S
authors.lastname: Bachmann
authors.forename: Mauro
authors.initials: M
authors.lastname: Marigo
authors.forename: Alan
authors.initials: A
authors.lastname: Braunton
authors.forename: Karl Anker
authors.initials: KA
authors.lastname: Jørgensen
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D001966:Bromine / Q000737:chemistry*; D002384:Catalysis; D048289:Imidazolidines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D011759:Pyrrolidines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D048289:Imidazolidines; D007659:Ketones; D011759:Pyrrolidines; D001966:Bromine