Synthesis and application of new iminopyridine ligands in the enantioselective palladium-catalyzed allylic alkylation
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Synthesis and application of new iminopyridine ligands in the enantioselective palladium-catalyzed allylic alkylation

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Synthesis and application of new iminopyridine ligands in the enantioselective palladium-catalyzed allylic alkylation

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Solinas, Maurizio; Sechi, Barbara; Chelucci, Giorgio; Baldino, Salvatore; Pedro, José Ramón; Blay Llinares, Gonzalo Perfil
Aquest document és un/a article, creat/da en: 2014

Este documento está disponible también en : http://dx.doi.org/10.1016/j.molcata.2014.01.006
A variety of iminopyridines were obtained by condensation of chiral amines with pyridine-2-carboxaldehyde and quinoline-8-carbaldehyde, or of aminoalkylpyridine derivatives with chiral ketones. These ligands were assessed in the enantioselective palladium catalyzed allylic substitutionof 1,3-diphenylprop-2-enyl acetate with dimethyl malonate affording the product dimethyl 1,3-diphenylprop-2-enylmalonate in good yields and moderate enantioselectivities (up to 62% ee). Catalytic activity and enantioselectivity were found to be highly dependent upon the steric properties of the ligands. The best enantioselectivity (62% ee) was obtained by an iminopyridine based on a camphane skeleton.

    Solinas, Maurizio Sechi, Barbara Chelucci, Giorgio Baldino, Salvatore Pedro, José Ramón Blay Llinares, Gonzalo 2014 Synthesis and application of new iminopyridine ligands in the enantioselective palladium-catalyzed allylic alkylation Journal of Molecular Catalysis A-Chemical 385 73 77
http://dx.doi.org/10.1016/j.molcata.2014.01.006
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