4-Hydroxy-2-pyrones: Synthesis, Natural Products, and Application
4-Hydroxy-2-pyrones are of interest as potential biorenewable molecules for a sustainable transition from biomass feedstock to valuable chemical products. This review focuses on the methodologies for the synthesis of 4-hydroxy-2-pyrones published over the last 20 years. These pyrones as polyketides...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-12-01
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| Series: | Organics |
| Subjects: | |
| Online Access: | https://www.mdpi.com/2673-401X/4/4/37 |
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| author | Vladislav V. Fedin Dmitrii L. Obydennov Sergei A. Usachev Vyacheslav Y. Sosnovskikh |
| author_facet | Vladislav V. Fedin Dmitrii L. Obydennov Sergei A. Usachev Vyacheslav Y. Sosnovskikh |
| author_sort | Vladislav V. Fedin |
| collection | DOAJ |
| description | 4-Hydroxy-2-pyrones are of interest as potential biorenewable molecules for a sustainable transition from biomass feedstock to valuable chemical products. This review focuses on the methodologies for the synthesis of 4-hydroxy-2-pyrones published over the last 20 years. These pyrones as polyketides are widespread in Nature and possess versatile bioactivity that makes them an attractive target for synthesis and modification. Biosynthetic paths of the pyrones are actively developed and used as biotechnological approaches for the construction of natural and unnatural polysubstituted 4-hydroxy-2-pyrones. The major synthetical methods are biomimetic and are based on the cyclization of tricarbonyl compounds. Novel chemical methods of de novo synthesis based on alkyne cyclizations using transition metal complexes and ketene transformations allow for straightforward access to 4-hydroxy-2-pyrones and have been applied for the construction of natural products. Possible directions for further pyrone ring modification are discussed. |
| first_indexed | 2024-03-08T20:27:52Z |
| format | Article |
| id | doaj.art-441dee9df6204f44a2b839877dd214f7 |
| institution | Directory Open Access Journal |
| issn | 2673-401X |
| language | English |
| last_indexed | 2024-03-08T20:27:52Z |
| publishDate | 2023-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Organics |
| spelling | doaj.art-441dee9df6204f44a2b839877dd214f72023-12-22T14:30:35ZengMDPI AGOrganics2673-401X2023-12-014453956110.3390/org40400374-Hydroxy-2-pyrones: Synthesis, Natural Products, and ApplicationVladislav V. Fedin0Dmitrii L. Obydennov1Sergei A. Usachev2Vyacheslav Y. Sosnovskikh3Institute of Natural Sciences and Mathematics, Ural Federal University, 620000 Ekaterinburg, RussiaInstitute of Natural Sciences and Mathematics, Ural Federal University, 620000 Ekaterinburg, RussiaInstitute of Natural Sciences and Mathematics, Ural Federal University, 620000 Ekaterinburg, RussiaInstitute of Natural Sciences and Mathematics, Ural Federal University, 620000 Ekaterinburg, Russia4-Hydroxy-2-pyrones are of interest as potential biorenewable molecules for a sustainable transition from biomass feedstock to valuable chemical products. This review focuses on the methodologies for the synthesis of 4-hydroxy-2-pyrones published over the last 20 years. These pyrones as polyketides are widespread in Nature and possess versatile bioactivity that makes them an attractive target for synthesis and modification. Biosynthetic paths of the pyrones are actively developed and used as biotechnological approaches for the construction of natural and unnatural polysubstituted 4-hydroxy-2-pyrones. The major synthetical methods are biomimetic and are based on the cyclization of tricarbonyl compounds. Novel chemical methods of de novo synthesis based on alkyne cyclizations using transition metal complexes and ketene transformations allow for straightforward access to 4-hydroxy-2-pyrones and have been applied for the construction of natural products. Possible directions for further pyrone ring modification are discussed.https://www.mdpi.com/2673-401X/4/4/372-pyrone4-pyrone4-hydroxy-2-pyronetriacetic acid lactonepolyketidecyclization |
| spellingShingle | Vladislav V. Fedin Dmitrii L. Obydennov Sergei A. Usachev Vyacheslav Y. Sosnovskikh 4-Hydroxy-2-pyrones: Synthesis, Natural Products, and Application Organics 2-pyrone 4-pyrone 4-hydroxy-2-pyrone triacetic acid lactone polyketide cyclization |
| title | 4-Hydroxy-2-pyrones: Synthesis, Natural Products, and Application |
| title_full | 4-Hydroxy-2-pyrones: Synthesis, Natural Products, and Application |
| title_fullStr | 4-Hydroxy-2-pyrones: Synthesis, Natural Products, and Application |
| title_full_unstemmed | 4-Hydroxy-2-pyrones: Synthesis, Natural Products, and Application |
| title_short | 4-Hydroxy-2-pyrones: Synthesis, Natural Products, and Application |
| title_sort | 4 hydroxy 2 pyrones synthesis natural products and application |
| topic | 2-pyrone 4-pyrone 4-hydroxy-2-pyrone triacetic acid lactone polyketide cyclization |
| url | https://www.mdpi.com/2673-401X/4/4/37 |
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