| Title | Catalyst-Free Regio- and Diastereoselective Synthesis of Heterocyclic Nucleosides in the Eco-friendly Solvent 2-Methyltetrahydrofuran |
| Author | |
| Corresponding Author | Wang, Jun (Joelle) |
| Publication Years | 2022-12-01
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| DOI | |
| Source Title | |
| ISSN | 1001-604X
|
| EISSN | 1614-7065
|
| Abstract | An efficient and practical synthesis of heterocyclic nucleosides is developed by a catalyst-free highly regioselective and diastereoselective [3+2] annulation of alpha-purine-substituted acrylates with nitrones. The reaction operates with excellent functional group tolerance, very mild reaction conditions, and with the green, sustainable, and eco-friendly 2-methyltetrahydrofuran (2-MeTHF) as solvent. Compared with other reactions of electron-deficient olefin dipolarophiles with nitrones, different regioselective cycloaddition products were observed in this work. This 1,3-dipolar cycloaddition reaction gives a series of isoxazolidinyl nucleosides in good to excellent yields with promising applications in biochemistry and medicinal chemistry. |
| Keywords | |
| URL | [Source Record] |
| Indexed By | |
| Language | English
|
| SUSTech Authorship | Others
|
| WOS Research Area | Chemistry
|
| WOS Subject | Chemistry, Multidisciplinary
|
| WOS Accession No | WOS:000897579500001
|
| Publisher | |
| ESI Research Field | CHEMISTRY
|
| Data Source | Web of Science
|
| Citation statistics |
Cited Times [WOS]:0
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| Document Type | Journal Article |
| Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/420821 |
| Department | Department of Chemistry |
| Affiliation | 1.Hong Kong Baptist Univ, Dept Chem, Kowloon, Hong Kong, Peoples R China 2.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China |
| Recommended Citation GB/T 7714 |
Gu, Xiaodong,Du, Qingwei,Song, Weijian,et al. Catalyst-Free Regio- and Diastereoselective Synthesis of Heterocyclic Nucleosides in the Eco-friendly Solvent 2-Methyltetrahydrofuran[J]. CHINESE JOURNAL OF CHEMISTRY,2022.
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| APA |
Gu, Xiaodong,Du, Qingwei,Song, Weijian,&Wang, Jun .(2022).Catalyst-Free Regio- and Diastereoselective Synthesis of Heterocyclic Nucleosides in the Eco-friendly Solvent 2-Methyltetrahydrofuran.CHINESE JOURNAL OF CHEMISTRY.
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| MLA |
Gu, Xiaodong,et al."Catalyst-Free Regio- and Diastereoselective Synthesis of Heterocyclic Nucleosides in the Eco-friendly Solvent 2-Methyltetrahydrofuran".CHINESE JOURNAL OF CHEMISTRY (2022).
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