title: Enantioselective construction of spirooxindole derivatives through [3+2] annulation catalyzed by a bisthiourea as a multiple-hydrogen-bond donor.
abstract: Anything between ureas? Spiro[isoxazolidine-3,3'-oxindole]s have been constructed by employing methyleneindolinones and nitrones as the starting materials through [3+2] annulation catalyzed by a bisthiourea. Products with three contiguous stereocenters, including one spiroquaternary stereocenter, are obtained in good yields with excellent enantio- and diastereoselectivity. The bisthiourea catalyst acts as a multiple-hydrogen-bond donor to simultaneously activate both substrates.
authors.affiliation: School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, PR China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Shi
authors.forename: Aijun
authors.initials: A
authors.lastname: Lin
authors.forename: Haibin
authors.initials: H
authors.lastname: Mao
authors.forename: Zhijie
authors.initials: Z
authors.lastname: Mao
authors.forename: Weipeng
authors.initials: W
authors.lastname: Li
authors.forename: Hongwen
authors.initials: H
authors.lastname: Hu
authors.forename: Chengjian
authors.initials: C
authors.lastname: Zhu
authors.forename: Yixiang
authors.initials: Y
authors.lastname: Cheng
mesh_terms: D002384:Catalysis; D003500:Cyclization; D006860:Hydrogen Bonding; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D000078183:Oxindoles; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
chemical_list: D007211:Indoles; D000078183:Oxindoles; D013141:Spiro Compounds; C022960:2-oxindole; D013890:Thiourea