新型轴手性配体促进的铜催化2-萘酚不对称氧化偶联反应合成6,6'-二取代联萘酚
Novel Axially Chiral Ligand-Enabled Copper-Catalyzed Asymmetric Oxidative Coupling of 2-Naphthols for the Synthesis of 6,6'-Disubstituted BINOLs.
作者信息
Wang Pengyang, Cen Shouyi, Gao Jun, Shen Ahui, Zhang Zhipeng
机构信息
Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science & Technology, 130 Meilong Road, Shanghai 200237, China.
出版信息
Org Lett. 2022 Apr 1;24(12):2321-2326. doi: 10.1021/acs.orglett.2c00479. Epub 2022 Mar 21.
Novel axially chiral ligands have been designed and synthesized by merging the chelating picolinic acid with substituted BINOLs. The in-situ-prepared copper catalysts from the ligands and CuI enable the asymmetric oxidative coupling of 2-naphthols, affording 6,6'-disubstituted BINOLs in up to 89% yield with good enantioselectivities (up to 96:4 e.r.).
通过将螯合的吡啶甲酸与取代的联萘酚合并，设计并合成了新型轴向手性配体。由这些配体和碘化亚铜原位制备的铜催化剂能够实现2-萘酚的不对称氧化偶联反应，以高达89%的产率和良好的对映选择性（高达96:4的对映体比例）得到6,6'-二取代的联萘酚。
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