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A Convenient Diels-Alder Approach toward Potential Polyketide-like Antibiotics Using α-Activated α,β-Unsaturated 4,4-Dimethyl-1-tetralones as Dienophiles
Making use of a Diels–Alder approach based on various α,β-unsaturated 2-carbomethoxy-4,4-dimethyl-1-tetralones as novel dienophiles, the corresponding polycyclic adducts could be efficiently synthesized in good to high yields (74~99%) in the presence of Lewis acid (e.g., SnCl(4)). Accordingly, a syn...
| Autores principales: | , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
MDPI
2023
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10057133/ https://www.ncbi.nlm.nih.gov/pubmed/36985714 http://dx.doi.org/10.3390/molecules28062739 |
| _version_ | 1785016287431229440 |
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| author | Lee, Chia-Jui Ramasamy, Manickavasakam Kuan, Hsuan-Hao Wu, Chien-Huang Lee, Chein-Chung Lee, Jinq-Chyi Shia, Kak-Shan |
| author_facet | Lee, Chia-Jui Ramasamy, Manickavasakam Kuan, Hsuan-Hao Wu, Chien-Huang Lee, Chein-Chung Lee, Jinq-Chyi Shia, Kak-Shan |
| author_sort | Lee, Chia-Jui |
| collection | PubMed |
| description | Making use of a Diels–Alder approach based on various α,β-unsaturated 2-carbomethoxy-4,4-dimethyl-1-tetralones as novel dienophiles, the corresponding polycyclic adducts could be efficiently synthesized in good to high yields (74~99%) in the presence of Lewis acid (e.g., SnCl(4)). Accordingly, a synthetically useful platform is established to provide a focused aromatic polyketide-like library for screening of potential natural and non-natural antimicrobial agents. |
| format | Online Article Text |
| id | pubmed-10057133 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2023 |
| publisher | MDPI |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-100571332023-03-30 A Convenient Diels-Alder Approach toward Potential Polyketide-like Antibiotics Using α-Activated α,β-Unsaturated 4,4-Dimethyl-1-tetralones as Dienophiles Lee, Chia-Jui Ramasamy, Manickavasakam Kuan, Hsuan-Hao Wu, Chien-Huang Lee, Chein-Chung Lee, Jinq-Chyi Shia, Kak-Shan Molecules Article Making use of a Diels–Alder approach based on various α,β-unsaturated 2-carbomethoxy-4,4-dimethyl-1-tetralones as novel dienophiles, the corresponding polycyclic adducts could be efficiently synthesized in good to high yields (74~99%) in the presence of Lewis acid (e.g., SnCl(4)). Accordingly, a synthetically useful platform is established to provide a focused aromatic polyketide-like library for screening of potential natural and non-natural antimicrobial agents. MDPI 2023-03-17 /pmc/articles/PMC10057133/ /pubmed/36985714 http://dx.doi.org/10.3390/molecules28062739 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
| spellingShingle | Article Lee, Chia-Jui Ramasamy, Manickavasakam Kuan, Hsuan-Hao Wu, Chien-Huang Lee, Chein-Chung Lee, Jinq-Chyi Shia, Kak-Shan A Convenient Diels-Alder Approach toward Potential Polyketide-like Antibiotics Using α-Activated α,β-Unsaturated 4,4-Dimethyl-1-tetralones as Dienophiles |
| title | A Convenient Diels-Alder Approach toward Potential Polyketide-like Antibiotics Using α-Activated α,β-Unsaturated 4,4-Dimethyl-1-tetralones as Dienophiles |
| title_full | A Convenient Diels-Alder Approach toward Potential Polyketide-like Antibiotics Using α-Activated α,β-Unsaturated 4,4-Dimethyl-1-tetralones as Dienophiles |
| title_fullStr | A Convenient Diels-Alder Approach toward Potential Polyketide-like Antibiotics Using α-Activated α,β-Unsaturated 4,4-Dimethyl-1-tetralones as Dienophiles |
| title_full_unstemmed | A Convenient Diels-Alder Approach toward Potential Polyketide-like Antibiotics Using α-Activated α,β-Unsaturated 4,4-Dimethyl-1-tetralones as Dienophiles |
| title_short | A Convenient Diels-Alder Approach toward Potential Polyketide-like Antibiotics Using α-Activated α,β-Unsaturated 4,4-Dimethyl-1-tetralones as Dienophiles |
| title_sort | convenient diels-alder approach toward potential polyketide-like antibiotics using α-activated α,β-unsaturated 4,4-dimethyl-1-tetralones as dienophiles |
| topic | Article |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10057133/ https://www.ncbi.nlm.nih.gov/pubmed/36985714 http://dx.doi.org/10.3390/molecules28062739 |
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