title: Regio- and enantioselective friedel-crafts reactions of indoles to epoxides catalyzed by graphene oxide: a green approach.
abstract: Graphene oxide efficiently promotes high regio- and enantioselective ring opening reactions of aromatic epoxides by indoles addition, in solvent- and metal-free conditions. The Friedel-Crafts products were obtained with enantioselectivity up to 99 % ee. The complete inversion of stereochemistry indicates the occurrence of SN 2-type reaction, which assures high level of enantioselectivity.
authors.affiliation: Department of Chemistry and Biology, University of Salerno, Via Giovanni Paolo II, 132, 84080 Fisciano (Sa) (Italy). rosyaco@hotmail.it.
authors.forename: Maria Rosaria
authors.initials: MR
authors.lastname: Acocella
authors.forename: Marco
authors.initials: M
authors.lastname: Mauro
authors.forename: Gaetano
authors.initials: G
authors.lastname: Guerra
mesh_terms: D002384:Catalysis; D004852:Epoxy Compounds / Q000737:chemistry*; D006108:Graphite / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D010087:Oxides / Q000737:chemistry; D013237:Stereoisomerism; D014961:X-Ray Diffraction
chemical_list: D004852:Epoxy Compounds; D007211:Indoles; D010087:Oxides; D006108:Graphite
keywords: carbocatalysis; enantioselectivity; epoxides; graphene oxide; indoles