title: Single-operation deracemization of 3H-indolines and tetrahydroquinolines enabled by phase separation.
abstract: The single-operation deracemization of 3H indolines and tetrahydroquinolines is described. An asymmetric redox approach was employed, in which a phosphoric acid catalyst, oxidant, and reductant are present in the reaction mixture. The simultaneous presence of both oxidant and reductant was enabled by phase separation and resulted in the isolation of highly enantioenriched starting materials in high yields.
authors.affiliation: Department of Chemistry, University of California, Berkeley , Berkeley, California 94720, United States.
authors.forename: Aaron D
authors.initials: AD
authors.lastname: Lackner
authors.forename: Andrew V
authors.initials: AV
authors.lastname: Samant
authors.forename: F Dean
authors.initials: FD
authors.lastname: Toste
mesh_terms: D002384:Catalysis; D007211:Indoles / Q000737:chemistry*; D010084:Oxidation-Reduction; D010756:Phosphoric Acids / Q000737:chemistry; D011804:Quinolines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007211:Indoles; D010756:Phosphoric Acids; D011804:Quinolines; C057812:indoline; C030242:phosphoric acid
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