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Updated: May 11, 2025

Synthesis of High Purity Nonsymmetric Dialkylphosphinic Acid Extractants
Published on: October 19, 2017
Aporphinol-Derived Chiral Phosphoric Acids: Synthesis and Catalytic Performance
Jun Zhao1, Xiuqi Shi1, Shuo Tan1
1Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
Abstract:
A novel series of chiral phosphoric acid (CPA) catalysts based on a bioinspired aporphinol scaffold has been developed. The efficacy of these CPAs is demonstrated through enantioselective transfer hydrogenation of C2-substituted quinolines, achieving excellent enantioselectivities (93-99% enantiomeric excess). They also exhibit catalytic efficiency comparable to that of classic chiral phosphoric acids in the asymmetric Friedel-Crafts reaction and reduction of ketone. This work highlights the potential of aporphinol-based catalysts for diverse asymmetric transformations.
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