title: Organocatalytic asymmetric Friedel-Crafts alkylation of indoles with simple alpha,beta-unsaturated ketones.
abstract: [structure: see text]. The first general and highly enantioselective organocatalytic Friedel-Crafts alkylation of indoles with simple alpha,beta-unsaturated ketones has been accomplished. Central to these studies has been the identification of a new catalyst amine salt, in which both the cation and the anion are chiral, that exhibits high reactivity and selectivity for iminium ion catalysis.
authors.affiliation: Dipartimento di Chimica Organica A Mangini, Alma Mater Studiorum, Università di Bologna, Viale Risorgimento 4, 40136 Bologna, Italy.
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Bartoli
authors.forename: Marcella
authors.initials: M
authors.lastname: Bosco
authors.forename: Armando
authors.initials: A
authors.lastname: Carlone
authors.forename: Fabio
authors.initials: F
authors.lastname: Pesciaioli
authors.forename: Letizia
authors.initials: L
authors.lastname: Sambri
authors.forename: Paolo
authors.initials: P
authors.lastname: Melchiorre
mesh_terms: D000478:Alkylation; D000588:Amines / Q000737:chemistry; D002384:Catalysis; D007097:Imines / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000588:Amines; D007097:Imines; D007211:Indoles; D007659:Ketones