title: Enantioselective sp(3) C-H alkylation of γ-butyrolactam by a chiral Ir(I) catalyst for the synthesis of 4-substituted γ-amino acids.
abstract: Ir-catalyzed sp(3) C-H alkylation of γ-butyrolactam with alkenes was used for the highly enantioselective synthesis of 5-substituted γ-lactams, which were readily converted into chiral 4-substituted γ-amino acids. A broad scope of alkenes was amenable as coupling partners, and the alkylated product using acrylate could be transformed into the key intermediate of pyrrolam A synthesis.
authors.affiliation: Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, 3-4-1 Okubo, Shinjuku, Tokyo 169-8555, Japan. tshibata@waseda.jp.
authors.forename: Yu-ki
authors.initials: YK
authors.lastname: Tahara
authors.forename: Masamichi
authors.initials: M
authors.lastname: Michino
authors.forename: Mamoru
authors.initials: M
authors.lastname: Ito
authors.forename: Kyalo Stephen
authors.initials: KS
authors.lastname: Kanyiva
authors.forename: Takanori
authors.initials: T
authors.lastname: Shibata
mesh_terms: D000478:Alkylation; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007495:Iridium / Q000737:chemistry*; D007769:Lactams / Q000737:chemistry*; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D007769:Lactams; D009942:Organometallic Compounds; D007495:Iridium