Novel Axially Chiral Ligand-Enabled Copper-Catalyzed Asymmetric Oxidative Coupling of 2‑Naphthols for the Synthesis of 6,6′-Disubstituted BINOLs

Novel Axially Chiral Ligand-Enabled Copper-Catalyzed Asymmetric Oxidative Coupling of 2‑Naphthols for the Synthesis of 6,6′-Disubstituted BINOLs

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% yi...

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Veröffentlicht in:Organic letters 2022-04, Vol.24 (12), p.2321-2326
Hauptverfasser: Wang, Pengyang, Cen, Shouyi, Gao, Jun, Shen, Ahui, Zhang, Zhipeng
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container_title Organic letters
container_volume 24
creator Wang, Pengyang
Cen, Shouyi
Gao, Jun
Shen, Ahui
Zhang, Zhipeng
description 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.).
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title Novel Axially Chiral Ligand-Enabled Copper-Catalyzed Asymmetric Oxidative Coupling of 2‑Naphthols for the Synthesis of 6,6′-Disubstituted BINOLs
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