title: Palladium-catalyzed asymmetric synthesis of 2-pyrrolidinones with a quaternary carbon stereocenter.
abstract: A palladium-catalyzed asymmetric synthesis of 2-pyrrolidinones with a quaternary stereocenter at the 3-position has been achieved by the reaction of γ-methylidene-δ-valerolactones with alkyl isocyanates. High enantioselectivity has been realized by employing a newly synthesized chiral phosphoramidite ligand.
authors.affiliation: Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan. shintani@kuchem.kyoto-u.ac.jp
authors.forename: Ryo
authors.initials: R
authors.lastname: Shintani
authors.forename: Tomoaki
authors.initials: T
authors.lastname: Ito
authors.forename: Midori
authors.initials: M
authors.lastname: Nagamoto
authors.forename: Haruka
authors.initials: H
authors.lastname: Otomo
authors.forename: Tamio
authors.initials: T
authors.lastname: Hayashi
mesh_terms: D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D017953:Isocyanates / Q000737:chemistry; D007783:Lactones / Q000737:chemistry; D008024:Ligands; D008968:Molecular Conformation; D009943:Organophosphorus Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D011760:Pyrrolidinones / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D017953:Isocyanates; D007783:Lactones; D008024:Ligands; D009943:Organophosphorus Compounds; D011760:Pyrrolidinones; C434331:phosphoramidite; D010165:Palladium; D002244:Carbon; C028537:2-pyrrolidone