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Acta Chimica Sinica >

2023 , Vol. 81 >Issue 7: 793 - 808

DOI: https://doi.org/10.6023/A23040192

Review

Advances in Catalytic Asymmetric Reactions Involving o-Hydroxyphenyl Substituted p-Quinone Methides★

  • Shuang Yang ,
  • Ningyi Wang ,
  • Qingqing Hang ,
  • Yuchen Zhang ,
  • Feng Shi
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  • a Research Center of Chiral Functional Heterocycles, School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116
    b School of Petrochemical Engineering, Changzhou University, Changzhou 213164
★Dedicated to the 90th anniversary of Acta Chimica Sinica.
*E-mail: ;

Received date: 2023-04-30

  Online published: 2023-06-15

Supported by

National Natural Science Foundation of China(22125104); National Natural Science Foundation of China(21831007); National Natural Science Foundation of China(22101103); Natural Science Foundation of Jiangsu Province(BK20201018); Science and Technology Plan of Xuzhou City(KC21021)

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Abstract

o-Hydroxyphenyl substituted p-quinone methides (p-QMs) belong to a class of p-QMs with unique advantages. They not only maintain the high reactivity of p-QMs, but also have more reactive and activation sites owing to the introduction of hydroxyl group. Therefore, o-hydroxyphenyl substituted p-QMs have wide applications in synthetic and medicinal chemistry. The catalytic asymmetric 1,6-conjugate addition and [4＋n] cycloaddition of o-hydroxyphenyl substituted p-QMs have developed very rapidly in recent years, which have become efficient strategies for the synthesis of chiral oxygen-containing heterocycles and arylmethanes with potential bioactivity. This review summarizes the catalytic asymmetric reactions involving o-hydroxyphenyl substituted p-QMs and points out the remaining challenges in this research area, which will open a new window for the design of new type of o-hydroxyphenyl substituted p-QMs and their involved catalytic asymmetric reactions.

Key words： o-hydroxyphenyl substituted p-quinone methides; asymmetric catalysis; 1,6-conjugate addition; cycloaddition

Cite this article

Shuang Yang , Ningyi Wang , Qingqing Hang , Yuchen Zhang , Feng Shi . Advances in Catalytic Asymmetric Reactions Involving o-Hydroxyphenyl Substituted p-Quinone Methides★[J]. Acta Chimica Sinica, 2023 , 81(7) : 793 -808 . DOI: 10.6023/A23040192

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