Departamento de Química Orgánica and Centro de Innovación en Química Avanzada (ORFEO-CINQA), University of Seville , C/Prof. García González, 1, 41012 Seville, Spain.
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.
Org Lett. 2015 Oct 16;17(20):5104-7. doi: 10.1021/acs.orglett.5b02613. Epub 2015 Oct 1.
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.
描述了一类新型手性吡啶-腙配体的设计、合成和配位特点。作为首次应用，L/Pd(TFA)2 配合物作为催化剂用于芳基硼酸对糖精衍生的环状酮亚胺的 1,2-加成，以高产率和对映选择性得到产物。该方法也适用于更具挑战性的 3,4-二取代 1,2,5-噻二唑 1,1-二氧化物，对于不对称取代的衍生物，仍然可以获得高产率和对映选择性以及高区域选择性。
