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

Jiadong Tang, Can Chen, Tao Hong, Zibin Zhang, Chunsong Xie and Shijun Li*

*College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121, P. R. China, Email: l_shijunhznu.edu.cn

J. Tang, C. Chen, T. Hong, Z. Zhang, C. Xie, S. Li, Org. Lett., 2022, 24, 7955-7960.

DOI: 10.1021/acs.orglett.2c03091


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Abstract

The combination of crown ether based host-guest chemistry with chiral phosphoric acid mediated asymmetric catalysis enables a supramolecular regulation of catalytic asymmetric two-component tandem acetalization reactions. After addition of the alkali metal guest, an improvement in yield and an increased enantioselectivity demonstrated the great advantages of this supramolecular regulation strategy.

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Key Words

2,3-Dihydroquinazolinones, Organocatalysis


ID: J54-Y2022