Ti(III)-Promoted Radical Cyclization of Epoxy Enones. Total Synthesis of (+)-Paeonisuffrone
| العنوان: | Ti(III)-Promoted Radical Cyclization of Epoxy Enones. Total Synthesis of (+)-Paeonisuffrone |
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| المؤلفون: | Raquel Galán-Fernández, Andrés Marcos-Escribano, María Martín-Rodríguez, Francisco Bermejo |
| المصدر: | The Journal of Organic Chemistry. 74:1798-1801 |
| بيانات النشر: | American Chemical Society (ACS), 2009. |
| سنة النشر: | 2009 |
| مصطلحات موضوعية: | Titanium, biology, Terpenes, Stereochemistry, Chemistry, Organic Chemistry, Paeonia suffruticosa, Total synthesis, Epoxide, Stereoisomerism, biology.organism_classification, Chemical synthesis, Radical cyclization, Catalysis, chemistry.chemical_compound, Electron transfer, Cyclization, Monoterpenes, Organometallic Compounds, Epoxy Compounds, Stereoselectivity, Enone |
| الوصف: | The total synthesis of (+)-paeonisuffrone starting from (+)-10-hydroxycarvone is described. The key step of our synthetic strategy is a titanium-catalyzed stereoselective cyclization initiated by epoxide opening through electron transfer. This reaction stereoselectively affords the highly oxygenated pinane skeleton present in the target molecule and opens a new and effective approach to the synthesis of the complex, biologically active terpenoids isolated from the roots of the Chinese paeony (Paeonia albiflora Pallas and Paeonia suffruticosa Andrews). |
| تدمد: | 1520-6904 0022-3263 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d48c412fcdad7c60ecfa1586d6b6a43b https://doi.org/10.1021/jo8026033 |
| رقم الأكسشن: | edsair.doi.dedup.....d48c412fcdad7c60ecfa1586d6b6a43b |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 15206904 00223263 |
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