Total synthesis of elansolids B1 and B2

The elansolids A1–A3, B1, and B2 are secondary metabolites formed by the gliding bacterium Chitinophaga sancti. They show antibacterial activity against Gram-positive bacteria. A second generation total synthesis of the antibiotic elansolid B1 (2) and the first synthesis of elansolid B2 (3) are repo...

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Detalles Bibliográficos
Autores principales: Wang, Liang-Liang, Kirschning, Andreas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5496564/
https://www.ncbi.nlm.nih.gov/pubmed/28694871
http://dx.doi.org/10.3762/bjoc.13.124
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author Wang, Liang-Liang
Kirschning, Andreas
author_facet Wang, Liang-Liang
Kirschning, Andreas
author_sort Wang, Liang-Liang
collection PubMed
description The elansolids A1–A3, B1, and B2 are secondary metabolites formed by the gliding bacterium Chitinophaga sancti. They show antibacterial activity against Gram-positive bacteria. A second generation total synthesis of the antibiotic elansolid B1 (2) and the first synthesis of elansolid B2 (3) are reported. In contrast to previous work, the (Z,E,Z)-triene at C10–C15 was assembled by using an optimized C–C cross-coupling sequence with a Suzuki cross-coupling reaction as key step.
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spelling pubmed-54965642017-07-10 Total synthesis of elansolids B1 and B2 Wang, Liang-Liang Kirschning, Andreas Beilstein J Org Chem Full Research Paper The elansolids A1–A3, B1, and B2 are secondary metabolites formed by the gliding bacterium Chitinophaga sancti. They show antibacterial activity against Gram-positive bacteria. A second generation total synthesis of the antibiotic elansolid B1 (2) and the first synthesis of elansolid B2 (3) are reported. In contrast to previous work, the (Z,E,Z)-triene at C10–C15 was assembled by using an optimized C–C cross-coupling sequence with a Suzuki cross-coupling reaction as key step. Beilstein-Institut 2017-06-28 /pmc/articles/PMC5496564/ /pubmed/28694871 http://dx.doi.org/10.3762/bjoc.13.124 Text en Copyright © 2017, Wang and Kirschning https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Wang, Liang-Liang
Kirschning, Andreas
Total synthesis of elansolids B1 and B2
title Total synthesis of elansolids B1 and B2
title_full Total synthesis of elansolids B1 and B2
title_fullStr Total synthesis of elansolids B1 and B2
title_full_unstemmed Total synthesis of elansolids B1 and B2
title_short Total synthesis of elansolids B1 and B2
title_sort total synthesis of elansolids b1 and b2
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5496564/
https://www.ncbi.nlm.nih.gov/pubmed/28694871
http://dx.doi.org/10.3762/bjoc.13.124
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