title: Enantioselective Michael addition of 3-aryloxindoles to a vinyl bisphosphonate ester catalyzed by a cinchona alkaloid derived thiourea catalyst.
abstract: A highly enantioselective Michael addition of 3-aryloxindole to vinyl bisphosphonate ester catalyzed by a cinchonidine derived thiourea catalyst has been investigated. The corresponding adducts, containing a chiral quaternary carbon center and geminal bisphosphonate ester fragment at the 3-position of the oxindole, were obtained in moderate to good yields (65-92%) and moderate to good enantioselectivities (up to 92% ee).
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Mei Long Road, Shanghai 200237, PR China. mxzhao@ecust.edu.cn
authors.forename: Mei-Xin
authors.initials: MX
authors.lastname: Zhao
authors.forename: Tong-Lei
authors.initials: TL
authors.lastname: Dai
authors.forename: Ran
authors.initials: R
authors.lastname: Liu
authors.forename: Deng-Ke
authors.initials: DK
authors.lastname: Wei
authors.forename: Hao
authors.initials: H
authors.lastname: Zhou
authors.forename: Fei-Hu
authors.initials: FH
authors.lastname: Ji
authors.forename: Min
authors.initials: M
authors.lastname: Shi
mesh_terms: D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D004164:Diphosphonates / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D000078183:Oxindoles; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
chemical_list: D002930:Cinchona Alkaloids; D004164:Diphosphonates; D004952:Esters; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole; D013890:Thiourea