A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin. Issue 18 (8th April 2022)

• Record Type: Journal Article
• Authors: Zhu, Qibin; Teng, Binhao; Chen, Ying; Su, Fubao; Li, Yanqiu; Yang, Qingyun; Yao, Chunsuo
• Is Part Of: RSC advances. Volume 12:Issue 18(2022)
• Page Start: 11100
• Page End: 11103
• Publication Date: 2022-04-08
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2ra01385a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Demethylation of the key intermediate methyl 3-arylbenzofuran-4-carboxylate resulted in a concise and efficient procedure for the total synthesis of active natural stilbene dimer (±)- ε -viniferin with MOM as a protecting group. 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.