title: High-pressure accelerated asymmetric organocatalytic Friedel-Crafts alkylation of indoles with enones: application to quaternary stereogenic centers construction.
abstract: An organocatalytic Friedel-Crafts alkylation of indoles with α,β-unsaturated ketones was found to be efficiently accelerated under high-pressure conditions with a low loading of chiral primary amine salts with good yield and enantioselectivity up to 90%. This approach also allows, for the first time, selected indole derivatives containing quaternary stereogenic centers to be obtained from prochiral β,β-disubstituted enones with an enantioselectivity up to 80%.
authors.affiliation: Faculty of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland.
authors.forename: Dawid
authors.initials: D
authors.lastname: Łyżwa
authors.forename: Krzysztof
authors.initials: K
authors.lastname: Dudziński
authors.forename: Piotr
authors.initials: P
authors.lastname: Kwiatkowski
mesh_terms: D000478:Alkylation; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000588:Amines; D007211:Indoles; D007659:Ketones