Özdemir H.S.Şahin E.Çakici M.Kiliç H.20.04.20192019-04-2020.04.20192019-04-2020150040-4020https://dx.doi.org/10.1016/j.tet.2015.03.059https://hdl.handle.net/20.500.12403/696The asymmetric Friedel-Crafts (FC) alkylation of pyrrole with nitroalkenes was mediated by CuBr2 and a novel bisphenol A-derived chiral catalyst at room temperature. The catalyst was found to be applicable for the asymmetric FC alkylation of pyrrole with a wide range of nitroalkenes, affording optically active alkylated pyrroles with enantioselectivities up to 94%. Furthermore, enantiomerically pure 3-nitro-2-arylpropanamides were prepared by the oxidative cleavage of the pyrrole rings in the FC products with NaIO4/RuCl3 to demonstrate the synthetic application of the products. © 2015 Elsevier Ltd. All rights reserved.enginfo:eu-repo/semantics/closedAccessAsymmetric Friedel-Crafts alkylationAsymmetric synthesisChiral copper complexNitroalkenePyrroleAsymmetric Friedel-Crafts alkylationAsymmetric synthesisChiral copper complexNitroalkenePyrrolearticle711928822890