Novel Axially Chiral Ligand-Enabled Copper-Catalyzed Asymmetric Oxidative Coupling of 2-Naphthols for the Synthesis of 6,6′-Disubstituted BINOLs
作者:Pengyang Wang、Shouyi Cen、Jun Gao、Ahui Shen、Zhipeng Zhang
DOI:10.1021/acs.orglett.2c00479
日期:2022.4.1
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.).
通过将螯合吡啶甲酸与取代的 BINOL 结合,设计并合成了新型轴向手性配体。由配体和 CuI 原位制备的铜催化剂能够实现 2-萘酚的不对称氧化偶联,以高达 89% 的产率和良好的对映选择性(高达 96:4 er)提供 6,6'-二取代 BINOL。