Cargando…
A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin
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 BBr(3)-or BCl(3)/TBAI-me...
Autores principales: | , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8992221/ https://www.ncbi.nlm.nih.gov/pubmed/35425053 http://dx.doi.org/10.1039/d2ra01385a |
_version_ | 1784683693332234240 |
---|---|
author | Zhu, Qibin Teng, Binhao Chen, Ying Su, Fubao Li, Yanqiu Yang, Qingyun Yao, Chunsuo |
author_facet | Zhu, Qibin Teng, Binhao Chen, Ying Su, Fubao Li, Yanqiu Yang, Qingyun Yao, Chunsuo |
author_sort | Zhu, Qibin |
collection | PubMed |
description | 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 BBr(3)-or BCl(3)/TBAI-mediated ether cleavage reaction. Pd/C and bromobenzene-catalyzed MOM ether cleavage was successfully carried out to aquire (±)-ε-viniferin. |
format | Online Article Text |
id | pubmed-8992221 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-89922212022-04-13 A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin Zhu, Qibin Teng, Binhao Chen, Ying Su, Fubao Li, Yanqiu Yang, Qingyun Yao, Chunsuo RSC Adv Chemistry 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 BBr(3)-or BCl(3)/TBAI-mediated ether cleavage reaction. Pd/C and bromobenzene-catalyzed MOM ether cleavage was successfully carried out to aquire (±)-ε-viniferin. The Royal Society of Chemistry 2022-04-08 /pmc/articles/PMC8992221/ /pubmed/35425053 http://dx.doi.org/10.1039/d2ra01385a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Zhu, Qibin Teng, Binhao Chen, Ying Su, Fubao Li, Yanqiu Yang, Qingyun Yao, Chunsuo A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin |
title | A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin |
title_full | A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin |
title_fullStr | A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin |
title_full_unstemmed | A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin |
title_short | A concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin |
title_sort | concise and efficient total synthetic route of active stilbene dimer (±)-ε-viniferin |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8992221/ https://www.ncbi.nlm.nih.gov/pubmed/35425053 http://dx.doi.org/10.1039/d2ra01385a |
work_keys_str_mv | AT zhuqibin aconciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT tengbinhao aconciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT chenying aconciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT sufubao aconciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT liyanqiu aconciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT yangqingyun aconciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT yaochunsuo aconciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT zhuqibin conciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT tengbinhao conciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT chenying conciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT sufubao conciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT liyanqiu conciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT yangqingyun conciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin AT yaochunsuo conciseandefficienttotalsyntheticrouteofactivestilbenedimereviniferin |