title: Iridium-catalyzed asymmetric hydrogenation of 2-pyridyl cyclic imines: a highly enantioselective approach to nicotine derivatives.
abstract: A highly efficient asymmetric hydrogenation of cyclic imines containing a pyridyl moiety was established by using iridium catalysts with chiral spiro phosphine-oxazoline ligands. This process will facilitate the development of new nicotine-related pharmaceuticals. The introduction of a substituent at the ortho position of the pyridyl ring to reduce its coordinating ability ensures the success of the hydrogenation and excellent enantioselectivity.
authors.affiliation: State Key Laboratory and Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , Tianjin 300071, China.
authors.forename: Cui
authors.initials: C
authors.lastname: Guo
authors.forename: Dong-Wei
authors.initials: DW
authors.lastname: Sun
authors.forename: Shuang
authors.initials: S
authors.lastname: Yang
authors.forename: Shen-Jie
authors.initials: SJ
authors.lastname: Mao
authors.forename: Xiao-Hua
authors.initials: XH
authors.lastname: Xu
authors.forename: Shou-Fei
authors.initials: SF
authors.lastname: Zhu
authors.forename: Qi-Lin
authors.initials: QL
authors.lastname: Zhou
mesh_terms: D002384:Catalysis; D006865:Hydrogenation; D007097:Imines / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry*; D015394:Molecular Structure; D009538:Nicotine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007097:Imines; D011725:Pyridines; D007495:Iridium; D009538:Nicotine