title: Pyridine-Hydrazones as N,N'-Ligands in Asymmetric Catalysis: Pd(II)-Catalyzed Addition of Boronic Acids to Cyclic Sulfonylketimines.
abstract: The design, synthesis, and coordination features of a novel class of chiral pyridine-hydrazone ligands are described. As a first application, L/Pd(TFA)2 complexes served as catalysts in the 1,2-addition of arylboronic acids to saccharin-derived cyclic ketimines, affording products in high yields and enantioselectivities. The method was also applied to more challenging 3,4-disubstituted 1,2,5-thiadiazole 1,1-dioxides, affording again high yields and enantioselectivities along with high regioselectivities for unsymmetrically substituted derivatives.
authors.affiliation: Departamento de Química Orgánica and Centro de Innovación en Química Avanzada (ORFEO-CINQA), University of Seville , C/Prof. García González, 1, 41012 Seville, Spain.
authors.forename: Yolanda
authors.initials: Y
authors.lastname: Álvarez-Casao
authors.affiliation: Departamento de Química Orgánica and Centro de Innovación en Química Avanzada (ORFEO-CINQA), University of Seville , C/Prof. García González, 1, 41012 Seville, Spain.
authors.forename: David
authors.initials: D
authors.lastname: Monge
authors.affiliation: Instituto de Investigaciones Químicas (CSIC-US) and Centro de Innovación en Química Avanzada (ORFEO-CINQA), University of Seville , Avda. Américo Vespucio, 49, 41092 Seville, Spain.
authors.forename: Eleuterio
authors.initials: E
authors.lastname: Álvarez
authors.affiliation: Departamento de Química Orgánica and Centro de Innovación en Química Avanzada (ORFEO-CINQA), University of Seville , C/Prof. García González, 1, 41012 Seville, Spain.
authors.forename: Rosario
authors.initials: R
authors.lastname: Fernández
authors.affiliation: Instituto de Investigaciones Químicas (CSIC-US) and Centro de Innovación en Química Avanzada (ORFEO-CINQA), University of Seville , Avda. Américo Vespucio, 49, 41092 Seville, Spain.
authors.forename: José M
authors.initials: JM
authors.lastname: Lassaletta