title: Asymmetric synthesis of α-(1-oxoisoindolin-3-yl)glycine: synthetic and mechanistic challenges.
abstract: We report herein that the NaOMe-catalyzed reactions between the chiral glycine Schiff base (S)-4 with 2-cyanobenzaldehyde 3a provide for a convenient preparation of the novel α-(1-oxoisoindolin-3-yl)glycine 1 of high pharmaceutical potential. The reactions involve at least eight synthetic steps and can mechanistically be realized only with application of Ni(II) complexes described in this study.
authors.affiliation: School of Pharmacy, China Pharmaceutical University, Jiangsu, Nanjing 210009, China.
authors.forename: Tingting
authors.initials: T
authors.lastname: Li
authors.forename: Shengbin
authors.initials: S
authors.lastname: Zhou
authors.forename: Jiang
authors.initials: J
authors.lastname: Wang
authors.forename: José Luis
authors.initials: JL
authors.lastname: Aceña
authors.forename: Vadim A
authors.initials: VA
authors.lastname: Soloshonok
authors.forename: Hong
authors.initials: H
authors.lastname: Liu
mesh_terms: D002626:Chemistry, Pharmaceutical; D056831:Coordination Complexes / Q000737:chemistry*; D005998:Glycine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D054833:Isoindoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*
chemical_list: D056831:Coordination Complexes; D054833:Isoindoles; D009532:Nickel; D005998:Glycine