title: Highly enantio- and diastereoselective generation of two quaternary centers in spirocyclopropanation of oxindole derivatives.
abstract: Spirocyclopropanes: Only one out of eight possible stereoisomers was obtained in the asymmetric cascade cyclopropanation of alkylidene oxindoles with ethyl 2-chloroacetoacetate. Improved catalyst design ensured that spirocyclopropyl oxindoles featuring two quaternary centers were synthesized in high yield and high enantio- and diastereoselectivity (see scheme).
authors.affiliation: Department of Chemistry, Loughborough University, Loughborough LE11 3TU, UK.
authors.forename: Artur
authors.initials: A
authors.lastname: Noole
authors.forename: Natalia S
authors.initials: NS
authors.lastname: Sucman
authors.forename: Mikhail A
authors.initials: MA
authors.lastname: Kabeshov
authors.forename: Tõnis
authors.initials: T
authors.lastname: Kanger
authors.forename: Fliur Z
authors.initials: FZ
authors.lastname: Macaev
authors.forename: Andrei V
authors.initials: AV
authors.lastname: Malkov
mesh_terms: D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D000078183:Oxindoles; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D003521:Cyclopropanes; D007211:Indoles; D000078183:Oxindoles; D013141:Spiro Compounds; C022960:2-oxindole; C030797:cyclopropane