title: Enantioselective 2-Alkylation of 3-Substituted Indoles with Dual Chiral Lewis Acid/Hydrogen-Bond-Mediated Catalyst.
abstract: A chiral-at-metal bis-cyclometalated iridium complex combines electrophile activation via metal coordination with nucleophile activation through hydrogen bond formation. This new bifunctional chiral Lewis acid/hydrogen-bond-mediated catalyst permits the challenging enantioselective 2-alkylation of 3-substituted indoles with α,β-unsaturated 2-acyl imidazoles in up to 99% yield and with up to 98% enantiomeric excess at a catalyst loading of 2 mol %. As an application, the straightforward synthesis of a chiral pyrrolo[1,2-a]indole is demonstrated.
authors.affiliation: College of Chemistry and Chemical Engineering, Xiamen University , Xiamen 361005, P. R. China.
authors.forename: Zijun
authors.initials: Z
authors.lastname: Zhou
authors.affiliation: College of Chemistry and Chemical Engineering, Xiamen University , Xiamen 361005, P. R. China.
authors.forename: Yanjun
authors.initials: Y
authors.lastname: Li
authors.affiliation: College of Chemistry and Chemical Engineering, Xiamen University , Xiamen 361005, P. R. China.
authors.forename: Lei
authors.initials: L
authors.lastname: Gong
authors.affiliation: College of Chemistry and Chemical Engineering, Xiamen University , Xiamen 361005, P. R. China.|Fachbereich Chemie, Philipps-Universität Marburg , Hans-Meerwein-Strasse 4, 35043 Marburg, Germany.
authors.forename: Eric
authors.identifier: 0000-0002-8851-7623
authors.initials: E
authors.lastname: Meggers