4.8 Article

Regulation of Chiral Phosphoric Acid Catalyzed Asymmetric Reaction through Crown Ether Based Host-Guest Chemistry

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03091

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  1. National Natural Science Foundation of China
  2. Science & Technology Innovation Program of Zhejiang Province
  3. [21773052]
  4. [22071040]
  5. [2018R52051]

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Supramolecular asymmetric catalysis is an important field that combines supramolecular chemistry and asymmetric catalysis. By utilizing crown ether-based host-guest chemistry and chiral phosphoric acid, the catalytic reaction can be regulated, leading to improved yield and enantioselectivity of the catalyst.
Supramolecular asymmetric catalysis has arisen from the in-depth intersection of supramolecular chemistry and asymmetric catalysis due to its unique advantages in building chiral catalyst libraries and regulating performance of catalysts. Herein, we combine crown ether based host-guest chemistry with chiral phosphoric acid mediated asymmetric catalysis to actualize the supramolecular regulation of catalytic asymmetric two-component tandem acetalization reactions. By comparison with the catalytic reaction without host-guest interaction, improvement of up to 72% in yield and increases of up to 13% in enantioselectivity were acquired after addition of the alkali metal guests, which demonstrated the great advantages of this supramolecular regulation strategy.

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