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oai:bayburt-rdlopen.rawdatalibrary.net:bayburt/123382026-10-29T19:42:21Zopenairedrivercom_bayburt_10000col_bayburt_10001com_bayburt_10007col_bayburt_10223

Asymmetric Friedel-Crafts alkylation of pyrrole with nitroalkenes catalyzed by a copper complex of a bisphenol A-derived Schiff baseÖzdemir, Halide SedefŞahin, EnginÇakici, MuratKiliç, HamdullahAsymmetric Friedel-Crafts alkylationAsymmetric synthesisChiral copper complexNitroalkenePyrroleThe 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.Elsevier Ltd2015Articlehttps://rdlopen.rawdatalibrary.net/r/bayburt/12338https://doi.org/10.1016/j.tet.2015.03.0590040-4020enTetrahedroninfo:eu-repo/semantics/openAccessinfo:eu-repo/semantics/articlehttps://bayburt-rdlopen.rawdatalibrary.net/tr/items/bayburt/12338