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Chinese Journal of Organic Chemistry >

2025 , Vol. 45 >Issue 3: 925 - 932

DOI: https://doi.org/10.6023/cjoc202411005

ARTICLES

Synthesis of the AB Ring System of Daphniphyllum Alkaloid Daphniglaucin C

  • Xiaofeng Zhang ,
  • Aggeliki Roumana ,
  • Haikang Mao ,
  • Jing Xu
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  • a School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001
    b Shenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Guangdong Provincial Key Laboratory of Catalysis, Shenzhen Grubbs Institute, Department of Chemistry, Southern University of Science and Technology, Shenzhen, Guangdong 518055
* E-mail: ;

Received date: 2024-11-05

  Revised date: 2024-12-04

  Online published: 2025-01-14

Supported by

National Natural Science Foundation of China(22271136); National Natural Science Foundation of China(22471117)

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Abstract

The AB ring system of Daphniphyllum alkaloid Daphniglaucin C was concisely synthesized from readily available starting materials through rhodium-catalyzed cyclization and Heck coupling. The formation of C-ring using Huang’s amide- activation-annulation was also investigated. This efficient strategy lays the foundation for the synthesis of Daphniglaucin C-type Daphniphyllum alkaloids.

Key words： Daphniphyllum alkaloid; Daphniglaucin C; Rh-catalyzed cycloaddition; Heck coupling; total synthesis

Cite this article

Xiaofeng Zhang , Aggeliki Roumana , Haikang Mao , Jing Xu . Synthesis of the AB Ring System of Daphniphyllum Alkaloid Daphniglaucin C[J]. Chinese Journal of Organic Chemistry, 2025 , 45(3) : 925 -932 . DOI: 10.6023/cjoc202411005

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