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.
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