Asymmetric Addition of Diarylphosphine Oxides to α,β‐Unsaturated Quinolines and Isoquinolines Catalyzed by Chiral Phosphopric Acid

Comprehensive Summary Catalytic asymmetric hydrophosphination of unsaturated substrates has been proven to be one of the most straightforward ways to achieve chiral phosphine compounds. Although the methodologies of transition metals and organocatalysts catalyzed enantioselective hydrophosphination reactions have been well developed during the last decade, the enantioselective construction of quinoline and isoquinoline‐based phosphines remains challenging. Furthermore, the chiral quinoline‐based phosphines play a significant role in the preparation of chiral P,N ‐ligands. Herein, we report a comprehensive investigation for the asymmetric addition of diarylphosphine oxides to a wide range of α,β‐unsaturated quinolines and isoquinolines, catalyzed by commercial chiral phosphoric acid, affording the corresponding products with up to 99% yield and 98% ee.

Authors

Publication Details

Journal
Chinese Journal of Chemistry
Published
2025-06-16
DOI
https://doi.org/10.1002/cjoc.70134
Citations
1
Primary Topic
Asymmetric Synthesis and Catalysis
Type
article
Field-Weighted Citation Impact
0.94

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article

Asymmetric Addition of Diarylphosphine Oxides to α,β‐Unsaturated Quinolines and Isoquinolines Catalyzed by Chiral Phosphopric Acid

Baomin Fan, Yafei Guo, Xiufei Nong, Lirong Chen et al.
1 citations
Chinese Journal of Chemistry
Asymmetric Synthesis and Catalysis
0.94
article

Asymmetric Addition of Diarylphosphine Oxides to α,β‐Unsaturated Quinolines and Isoquinolines Catalyzed by Chiral Phosphopric Acid

Baomin Fan, Yafei Guo, Xiufei Nong, Lirong Chen, Jiuling Li, Wendi Shao
article en
1 citations

Abstract

Comprehensive Summary Catalytic asymmetric hydrophosphination of unsaturated substrates has been proven to be one of the most straightforward ways to achieve chiral phosphine compounds. Although the methodologies of transition metals and organocatalysts catalyzed enantioselective hydrophosphination reactions have been well developed during the last decade, the enantioselective construction of quinoline and isoquinoline‐based phosphines remains challenging. Furthermore, the chiral quinoline‐based phosphines play a significant role in the preparation of chiral P,N ‐ligands. Herein, we report a comprehensive investigation for the asymmetric addition of diarylphosphine oxides to a wide range of α,β‐unsaturated quinolines and isoquinolines, catalyzed by commercial chiral phosphoric acid, affording the corresponding products with up to 99% yield and 98% ee.

Chinese Journal of ChemistryVol. 43(19)
National Natural Science Foundation of China
Openalex Percentile: Top 25%
Asymmetric Synthesis and Catalysis
0.94
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Asymmetric Addition of Diarylphosphine Oxides to α,β‐Unsaturated Quinolines and Isoquinolines Catalyzed by Chiral Phosphopric Acid — Baomin Fan, Yafei Guo, et al. · Chinese Journal of Chemistry (2025) | TGRS Research Map | TGRS