Instituto de Investigaciones Químicas (CSIC-US) and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Avda. Américo Vespucio, 49, 41092 Sevilla, Spain.
Chemistry Institute, University of Campinas, CEP 13083-970 Campinas, Saõ Paulo, Brazil.
Org Lett. 2022 Jun 3;24(21):3812-3816. doi: 10.1021/acs.orglett.2c01355. Epub 2022 May 23.
A dynamic kinetic asymmetric Pd-catalyzed cross-coupling reaction of heterobiaryl bromides with ketone -tosylhydrazones for the synthesis of heterobiaryl styrenes is described. The combination of Pd(dba) as a precatalyst with a TADDOL-derived phosphoramidite ligand provides the corresponding coupling products in good yields and high enantioselectivities under mild conditions. Racemization-free -oxidation and -alkylation of the products allowed us to obtain appealing functionalized axially chiral heterobiaryl derivatives.
一种动态动力学不对称 Pd 催化的杂芳基溴化物与酮-对甲苯磺酰腙的交叉偶联反应,用于合成杂芳基苯乙烯。Pd(dba)作为前催化剂与 TADDOL 衍生的磷酰胺配体的组合,在温和条件下提供了相应的偶联产物,具有良好的收率和高对映选择性。产物的无外消旋-氧化和-烷基化使我们能够获得有吸引力的功能化轴向手性杂芳基衍生物。