title: Organocatalytic Enantioselective Aza-Friedel-Crafts Reaction of Cyclic Ketimines with Pyrroles using Imidazolinephosphoric Acid Catalysts.
abstract: Organocatalytic enantioselective aza-Friedel-Crafts reactions of cyclic ketimines with pyrroles or indoles were catalyzed by imidazoline/phosphoric acid catalysts. The reaction was applied to various 3H-indol-3-ones to afford products in excellent yields and enantioselectivities. The chiral catalysts can be recovered by a single separation step using column chromatography and are reusable without further purification. Based on the experimental investigations, a possible transition state has been proposed to explain the origin of the asymmetric induction.
authors.affiliation: Frontier Research Institute for Material Science, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya, 466-8555, Japan. snakamur@nitech.ac.jp.
authors.forename: Shuichi
authors.initials: S
authors.lastname: Nakamura
authors.affiliation: Frontier Research Institute for Material Science, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya, 466-8555, Japan.
authors.forename: Nazumi
authors.initials: N
authors.lastname: Matsuda
authors.affiliation: Frontier Research Institute for Material Science, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya, 466-8555, Japan.
authors.forename: Mutsuyo
authors.initials: M
authors.lastname: Ohara
keywords: aza-Friedel-Crafts reaction; enantioselectivity; imidazoline; ketimine; organocatalysis