title: Chiral calcium VAPOL phosphate mediated asymmetric chlorination and Michael reactions of 3-substituted oxindoles.
abstract: We disclose a novel high yielding and highly enantioselective chiral calcium VAPOL phosphate-catalyzed chlorination of 3-substituted oxindoles with N-chlorosuccinimide (NCS). The reaction conditions are also shown to be effective for the catalytic enantioselective Michael addition of 3-aryloxindoles to methyl vinyl ketone.
authors.affiliation: Department of Chemistry, University of South Florida, Tampa, Florida 33620, United States.
authors.forename: Wenhua
authors.initials: W
authors.lastname: Zheng
authors.forename: Zuhui
authors.initials: Z
authors.lastname: Zhang
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Kaplan
authors.forename: Jon C
authors.initials: JC
authors.lastname: Antilla
mesh_terms: D002118:Calcium / Q000737:chemistry*; D002384:Catalysis; D054879:Halogenation; D007211:Indoles / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D000078183:Oxindoles
chemical_list: D007211:Indoles; D009942:Organometallic Compounds; D000078183:Oxindoles; C022960:2-oxindole; D002118:Calcium