title: A bioinspired route to indanes and cyclopentannulated hetarenes via (3+2)-cyclodimerization of donor-acceptor cyclopropanes.
abstract: A novel Lewis acid-catalyzed domino (3+2)-cyclodimerization of 2-arylcyclopropane-1,1-diesters and related stepwise cross-reaction of two different cyclopropanes were developed. These processes provide efficient and highly stereoselective access to polyoxygenated indanes and cyclopentannulated heteroarene derivatives, which display significant cytotoxicity against several lines of cancer cells (IC50 of 10(-6)-10(-5) M) while being non-toxic for normal cells.
authors.affiliation: M.V. Lomonosov Moscow State University, Department of Chemistry, Leninskie Gory, 1-3, 119991 Moscow, Russia. ekatbud@kinet.chem.msu.ru.
authors.forename: Olga A
authors.initials: OA
authors.lastname: Ivanova
authors.forename: Ekaterina M
authors.initials: EM
authors.lastname: Budynina
authors.forename: Dmitriy A
authors.initials: DA
authors.lastname: Skvortsov
authors.forename: Michelle
authors.initials: M
authors.lastname: Limoge
authors.forename: Andrei V
authors.initials: AV
authors.lastname: Bakin
authors.forename: Alexey O
authors.initials: AO
authors.lastname: Chagarovskiy
authors.forename: Igor V
authors.initials: IV
authors.lastname: Trushkov
authors.forename: Mikhail Ya
authors.initials: MY
authors.lastname: Melnikov
mesh_terms: D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D019281:Dimerization; D006801:Humans; D006838:Hydrocarbons / Q000737:chemistry* / Q000494:pharmacology; D058116:Lewis Acids / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D006838:Hydrocarbons; D058116:Lewis Acids