Issue 18, 2022, Issue in Progress
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RSC Advances

A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin†

Qibin Zhu, ORCID logo ‡a   Binhao Teng, ORCID logo ‡a   Ying Chen,‡a   Fubao Su,a   Yanqiu Li,a   Qingyun Yang ORCID logo a  and  Chunsuo Yao ORCID logo *a  

* Corresponding authors

a State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, P. R. China
E-mail: yaocs@imm.ac.cn

Abstract

A concise and efficient procedure for the total synthesis of natural stilbene dimer (±)-ε-viniferin was accomplished with high overall yield. Demethylation of the key intermediate methyl 3-arylbenzofuran-4-carboxylate was achieved successfully through bromination followed by BBr3-or BCl3/TBAI-mediated ether cleavage reaction. Pd/C and bromobenzene-catalyzed MOM ether cleavage was successfully carried out to aquire (±)-ε-viniferin.

Graphical abstract: A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin

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Article information

DOI
https://doi.org/10.1039/D2RA01385A
Article type
Paper
Submitted
02 Mar 2022
Accepted
21 Mar 2022
First published
08 Apr 2022
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2022,12, 11100-11103

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A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin

Q. Zhu, B. Teng, Y. Chen, F. Su, Y. Li, Q. Yang and C. Yao, RSC Adv., 2022, 12, 11100 DOI: 10.1039/D2RA01385A

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