title: Catalytic Asymmetric Four-Component Reaction for the Rapid Construction of 3,3-Disubstituted 3-Indol-3'-yloxindoles.
abstract: A Rh(II)/chiral phosphoric acid cocatalyzed four-component reaction of indoles, 3-diazooxindoles, arylamines, and ethyl glyoxylate is developed, offering an extremely efficient strategy for the construction of 3,3-disubstituted 3-indol-3'-yloxindoles with excellent diastereoselectivities and high to excellent enantioselectivities. This transformation is proposed to proceed through a Mannich-type trapping of the zwitterionic intermediate generated from a metal carbene and an indole with an iminoester derived from an arylamine and a glyoxylate.
authors: Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Chemical Engineering, East China Normal University , Shanghai, 200062, China.
authors: Changcheng
authors: C
authors: Jing
authors: Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Chemical Engineering, East China Normal University , Shanghai, 200062, China.
authors: Dong
authors: D
authors: Xing
authors: Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Chemical Engineering, East China Normal University , Shanghai, 200062, China.
authors: Wenhao
authors: W
authors: Hu
mesh_terms: D002384:Catalysis; D006038:Glyoxylates / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives; D008958:Models, Molecular; D015394:Molecular Structure; D010756:Phosphoric Acids / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D006038:Glyoxylates; D007211:Indoles; D010756:Phosphoric Acids; C030011:carbene; D012238:Rhodium; C030242:phosphoric acid; C031150:glyoxylic acid; D008697:Methane