title: Chiral phosphoric acid catalyzed highly enantioselective Friedel-Crafts alkylation reaction of C3-substituted indoles to β,γ-unsaturated α-ketimino esters.
abstract: A highly enantioselective C2 Friedel-Crafts alkylation reaction of 3-substituted indoles to β,γ-unsaturated α-ketimino esters has been developed. This reaction was efficiently catalyzed by a chiral phosphoric acid catalyst. The corresponding C2-substituted indole derivatives, bearing an α-ketimino ester motif, were obtained in moderate to high yields (up to 93%) and with high enantioselectivities (up to >99% ee).
authors.affiliation: State Key Laboratory of Respiratory Disease, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences , 190 Kaiyuan Avenue, Guangzhou 510530, China.
authors.forename: Bo
authors.initials: B
authors.lastname: Bi
authors.forename: Qin-Xin
authors.initials: QX
authors.lastname: Lou
authors.forename: Yu-Yang
authors.initials: YY
authors.lastname: Ding
authors.forename: Sheng-Wei
authors.initials: SW
authors.lastname: Chen
authors.forename: Sha-Sha
authors.initials: SS
authors.lastname: Zhang
authors.forename: Wen-Hui
authors.initials: WH
authors.lastname: Hu
authors.forename: Jun-Ling
authors.initials: JL
authors.lastname: Zhao
mesh_terms: D000478:Alkylation; D002384:Catalysis; D004952:Esters; D007211:Indoles / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D010756:Phosphoric Acids / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D004952:Esters; D007211:Indoles; D007659:Ketones; D010756:Phosphoric Acids; C030242:phosphoric acid