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Research Progress on Catalytic Asymmetric Synthesis of P-Chiral Compounds

  • Hui Li ,
  • Liang Yin
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  • a Department of Applied Chemistry, Yuncheng University, Yuncheng, Shanxi 044000
    b CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
* Corresponding authors. E-mail: ;

Received date: 2022-08-01

  Revised date: 2022-09-09

  Online published: 2022-09-23

Supported by

Scientific and Technological Innovation Programs of Higher Education Institutions in Shanxi(2022L478); Grants from the Shanxi Scholarship Counil of China(2020-141); Research Project of Yuncheng University(CY-2020022); National Natural Science Foundation of China(21871287); National Natural Science Foundation of China(21922114); Science and Technology Commission of Shanghai Municipality(20JC1417100); Science and Technology Commission of Shanghai Municipality(21XD1424800)

Abstract

P-Chiral compounds are a valuable class of privileged structures in pharmaceutically and biologically active compounds and also serve as powerful and versatile ligands or organocatalysts in asymmetric synthesis. Therefore, their asymmetric synthese has gained increasing attention in the past two decades. By means of kinetic resolution (KR) or dynamic kinetic resolution (DKR) strategy, racemic secondary phosphines, their borane-adducts or their oxides can be transformed to the associated compounds with P-chirality, which serves as a straightforward and efficient protocol to construct a P-chiral center. The recent achievements of the transition-metal-catalyzed asymmetric syntheses of P-chiral compounds based on KR and DKR of racemic secondary phosphines, their borane-adducts and their oxides in the past two decades are summarized. Meanwhile, arylation, addition to activated alkenes or alkynes, alkylation and other reactions are covered respectively based on the varied reaction partners. These reaction entails the formation of new P—C, P—O and P—N bonds in an asymmetric manner. What’s more, the transformation of prochiral primary phosphines to P-chiral secondary phosphines is mentioned in the miscellaneous reaction section.

Cite this article

Hui Li , Liang Yin . Research Progress on Catalytic Asymmetric Synthesis of P-Chiral Compounds[J]. Chinese Journal of Organic Chemistry, 2022 , 42(10) : 3183 -3200 . DOI: 10.6023/cjoc202208002

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