Total synthesis of decarboxyaltenusin

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...

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Autores principales: Warmuth, Lucas, Weiß, Aaron, Reinhardt, Marco, Meschkov, Anna, Schepers, Ute, Podlech, Joachim
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7849237/
https://www.ncbi.nlm.nih.gov/pubmed/33564332
http://dx.doi.org/10.3762/bjoc.17.22
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author Warmuth, Lucas
Weiß, Aaron
Reinhardt, Marco
Meschkov, Anna
Schepers, Ute
Podlech, Joachim
author_facet Warmuth, Lucas
Weiß, Aaron
Reinhardt, Marco
Meschkov, Anna
Schepers, Ute
Podlech, Joachim
author_sort Warmuth, Lucas
collection PubMed
description 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.
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spelling pubmed-78492372021-02-08 Total synthesis of decarboxyaltenusin Warmuth, Lucas Weiß, Aaron Reinhardt, Marco Meschkov, Anna Schepers, Ute Podlech, Joachim Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2021-01-22 /pmc/articles/PMC7849237/ /pubmed/33564332 http://dx.doi.org/10.3762/bjoc.17.22 Text en Copyright © 2021, Warmuth et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Full Research Paper
Warmuth, Lucas
Weiß, Aaron
Reinhardt, Marco
Meschkov, Anna
Schepers, Ute
Podlech, Joachim
Total synthesis of decarboxyaltenusin
title Total synthesis of decarboxyaltenusin
title_full Total synthesis of decarboxyaltenusin
title_fullStr Total synthesis of decarboxyaltenusin
title_full_unstemmed Total synthesis of decarboxyaltenusin
title_short Total synthesis of decarboxyaltenusin
title_sort total synthesis of decarboxyaltenusin
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7849237/
https://www.ncbi.nlm.nih.gov/pubmed/33564332
http://dx.doi.org/10.3762/bjoc.17.22
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