Synthesis of Planar-Chiral[2.2]Paracyclophane-Based Oxazole-Pyrimidine Ligands and Application in Nickel-Catalyzed 1,2-Reduction ofα,β-Unsaturated Ketones
[2.2]Paracyclophane-Based Oxazole-Pyrimidine Ligands and Application in Nickel-Catalyzed 1,2-Reduction of α,β-Unsaturated Ketones作者机构:School of ChemistryDalian University of Technology2 Linggong RoadDalianLiaoning 116024China State Key Laboratory of CatalysisDalian Institute of Chemical PhysicsChinese Academy of SciencesDalianLiaoning 116023China
出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))
年 卷 期:2024年第42卷第7期
页 面:705-710页
核心收录:
学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
基 金:Financial support from National Natural Science Foundation of China (22171260) K.C.Wong Education Foundation of CAS (GJTD-2020-08)is acknowledged
主 题:Oxazole-pyrimidine ligands Planar chirality Nickel Hydroboration Asymmetric synthesis
摘 要:The planar-chiral ligands have been widely applied as a class of unique and significant ligands in asymmetric *** them,chiral[2.2]paracycyclophane has emerged as a privileged type of planar-chiral framework and has been utilized as an important toolbox due to their structural ***,we design and synthesize[2.2]paracyclophane-derived oxazole-pyrimidine ligands(abberviated as PYMCOX).These N,N-ligands with stable properties,rigid structure and large steric hindrance performed successfully in nickel-catalyzed asymmetric 1,2-reduction ofα,β-unsaturated ketones,affording the chiral allylic alcohols with up to 99%yield and 99%***,this reduction reaction could be conducted on gram-scale without loss of activity and enantioselectivity,and the chiral ligand could be conveniently recovered with high yield.