title: (3 + 3)-Cyclodimerization of donor-acceptor cyclopropanes. Three routes to six-membered rings.
abstract: The ability of donor-acceptor cyclopropanes to (3 + 3)-cyclodimerize is disclosed. It has been found that Lewis acid-induced transformations of 2-(hetero)arylcyclopropane-1,1-dicarboxylates containing electron-abundant aromatic substituents led to the construction of six-membered cyclic systems. Depending on the substrate properties and the Lewis acid applied, three types of products can be obtained: (1) 1,4-diarylcyclohexanes, (2) 1-aryl-1,2,3,4-tetrahydronaphthalenes, and (3) 9,10-dihydroanthracenes.
authors.affiliation: Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory 1-3, Moscow 119991, Russia.
authors.forename: Olga A
authors.initials: OA
authors.lastname: Ivanova
authors.forename: Ekaterina M
authors.initials: EM
authors.lastname: Budynina
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: D000873:Anthracenes / Q000737:chemistry; D003500:Cyclization; D003510:Cyclohexanes / Q000737:chemistry; D003521:Cyclopropanes / Q000737:chemistry*; D004583:Electrons; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000873:Anthracenes; D003510:Cyclohexanes; D003521:Cyclopropanes