title: Indium-catalysed amide allylation of α-iminoamide: highly enantioselective synthesis of amide functionalised α-methylene-γ-butyrolactams.
abstract: A highly enantioselective amide allylation of α-iminoamides has been achieved using catalytic amounts of InCl3, ZnCl2and a BINOL derivative. This reaction allowed facile access to a variety of amide functionalised α-methylene-γ-butyrolactams in excellent yields with high enantioselectivities.
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Shizuoka University, 3-5-1 Johoku, Naka-ku, Hamamatsu 432-8561, Japan. tchyoda@ipc.shizuoka.ac.jp.
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Sengoku
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Shizuoka University, 3-5-1 Johoku, Naka-ku, Hamamatsu 432-8561, Japan. tchyoda@ipc.shizuoka.ac.jp.
authors.forename: Kana
authors.initials: K
authors.lastname: Kokubo
authors.affiliation: Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
authors.forename: Masami
authors.initials: M
authors.lastname: Sakamoto
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Shizuoka University, 3-5-1 Johoku, Naka-ku, Hamamatsu 432-8561, Japan. tchyoda@ipc.shizuoka.ac.jp.
authors.forename: Masaki
authors.initials: M
authors.lastname: Takahashi
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Shizuoka University, 3-5-1 Johoku, Naka-ku, Hamamatsu 432-8561, Japan. tchyoda@ipc.shizuoka.ac.jp.
authors.forename: Hidemi
authors.initials: H
authors.lastname: Yoda
mesh_terms: D000498:Allyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D007204:Indium / Q000737:chemistry*; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D000577:Amides; D007769:Lactams; D007204:Indium