An Axially Chiral\nQuinoline-2-Carboxylic\nAcid-Cu Catalyst\nfor Enantioselective Synthesis of <i>C</i><sub>2</sub>-\nand <i>C</i><sub>1</sub>‑Symmetric BINOLs

The in situ dimeric coordination\nof two chiral ligands bearing\nquinoline-2-carboxylic acid units and substituted BINOL backbones\nwith a copper ion generates a new chiral catalyst for oxidative homo-\nand cross-coupling of various 2-naphthols, enabling enantioselective\nsynthesis of a broad range of highly useful diversely substituted <i>C</i><sub>2</sub>- and <i>C</i><sub>1</sub>-symmetric\nBINOLs in up to 96% yield with good to excellent enantioselectivities\n(up to 98:2 e.r.).

Publication Details

Journal
Figshare
Published
2024-08-12
DOI
https://doi.org/10.1021/acs.joc.4c01421.s001
Primary Topic
Axial and Atropisomeric Chirality Synthesis
Type
article
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article

An Axially Chiral\nQuinoline-2-Carboxylic\nAcid-Cu Catalyst\nfor Enantioselective Synthesis of C2-\nand C1‑Symmetric BINOLs

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Axial and Atropisomeric Chirality Synthesis
article

An Axially Chiral\nQuinoline-2-Carboxylic\nAcid-Cu Catalyst\nfor Enantioselective Synthesis of C2-\nand C1‑Symmetric BINOLs

article en

Abstract

The in situ dimeric coordination\nof two chiral ligands bearing\nquinoline-2-carboxylic acid units and substituted BINOL backbones\nwith a copper ion generates a new chiral catalyst for oxidative homo-\nand cross-coupling of various 2-naphthols, enabling enantioselective\nsynthesis of a broad range of highly useful diversely substituted <i>C</i><sub>2</sub>- and <i>C</i><sub>1</sub>-symmetric\nBINOLs in up to 96% yield with good to excellent enantioselectivities\n(up to 98:2 e.r.).

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Openalex Percentile: Top 76%
Axial and Atropisomeric Chirality Synthesis
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An Axially Chiral\nQuinoline-2-Carboxylic\nAcid-Cu Catalyst\nfor Enantioselective Synthesis of <i>C</i><sub>2</sub>-\nand <i>C</i><sub>1</sub>‑Symmetric BINOLs · Figshare (2024) | TGRS Research Map | TGRS