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脱羧altenusin的全合成。

Total synthesis of decarboxyaltenusin.

作者信息

Warmuth Lucas, Weiß Aaron, Reinhardt Marco, Meschkov Anna, Schepers Ute, Podlech Joachim

机构信息

Institute of Organic Chemistry, Karlsruhe Institute of Technology (KIT), 76131 Karlsruhe, Fritz-Haber-Weg 6, Germany.

Institute of Toxicology and Genetics, Karlsruhe Institute of Technology (KIT), 76344 Eggenstein-Leopoldshafen, Hermann-von-Helmholtz-Platz 1, Germany.

出版信息

Beilstein J Org Chem. 2021 Jan 22;17:224-228. doi: 10.3762/bjoc.17.22. eCollection 2021.

DOI:10.3762/bjoc.17.22
PMID:33564332
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7849237/
Abstract

The total synthesis of decarboxyaltenusin (5'-methoxy-6-methyl-[1,1'-biphenyl]-3,3',4-triol), a toxin produced by various mold fungi, has been achieved in seven steps in a yield of 31% starting from 4-methylcatechol and 1-bromo-3,5-dimethoxybenzene, where the longest linear sequence consists of five steps. The key reaction was a palladium-catalyzed Suzuki coupling of an aromatic boronate with a brominated resorcin derivative.

摘要

已从4-甲基邻苯二酚和1-溴-3,5-二甲氧基苯出发，经七步反应以31%的产率实现了脱羧altenusin（5'-甲氧基-6-甲基-[1,1'-联苯]-3,3',4-三醇）的全合成，其中最长的线性序列由五步反应组成。关键反应是芳基硼酸酯与溴化间苯二酚衍生物的钯催化铃木偶联反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7375/7849237/4ee85f5c633e/Beilstein_J_Org_Chem-17-224-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7375/7849237/db67d0aaa4be/Beilstein_J_Org_Chem-17-224-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7375/7849237/db030fed7546/Beilstein_J_Org_Chem-17-224-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7375/7849237/0e7c766ef020/Beilstein_J_Org_Chem-17-224-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7375/7849237/4ee85f5c633e/Beilstein_J_Org_Chem-17-224-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7375/7849237/db67d0aaa4be/Beilstein_J_Org_Chem-17-224-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7375/7849237/db030fed7546/Beilstein_J_Org_Chem-17-224-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7375/7849237/0e7c766ef020/Beilstein_J_Org_Chem-17-224-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7375/7849237/4ee85f5c633e/Beilstein_J_Org_Chem-17-224-g005.jpg

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