title: Iridium/monodentate phosphoramidite catalyzed asymmetric hydrogenation of N-aryl imines.
abstract: Asymmetric hydrogenation of N-aryl acetophenone imines using iridium/PipPhos leads to very high enantioselectivities up to >99% depending on the presence of electron-donating substituents in the 2-, 3-, and 5-position of the aryl ring. If the substituent is 2-methoxy, the resultant secondary amines are easily oxidatively deprotected using trichloroisocyanuric acid to give the primary amines in good yield with full retention of enantioselectivity.
authors.affiliation: University of Groningen, Stratingh Institute for Chemistry, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
authors.forename: Natasa
authors.initials: N
authors.lastname: Mrsić
authors.forename: Adriaan J
authors.initials: AJ
authors.lastname: Minnaard
authors.forename: Ben L
authors.initials: BL
authors.lastname: Feringa
authors.forename: Johannes G
authors.initials: JG
authors.lastname: de Vries
mesh_terms: D000098:Acetophenones / Q000737:chemistry; D000814:Aniline Compounds / Q000138:chemical synthesis*; D002384:Catalysis; D006865:Hydrogenation; D007097:Imines / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000098:Acetophenones; D000814:Aniline Compounds; D007097:Imines; D009942:Organometallic Compounds; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D007495:Iridium