Enantioselective Synthesis of cis ‐Decalin Derivatives by the Inverse‐Electron‐Demand Diels–Alder Reaction of 2‐Pyrones
| العنوان: | Enantioselective Synthesis of cis ‐Decalin Derivatives by the Inverse‐Electron‐Demand Diels–Alder Reaction of 2‐Pyrones |
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| المؤلفون: | Xu-Ge Si, Zhan-Ting Li, Quan Cai, Cheng-Gong Zheng, Zhi-Mao Zhang |
| المصدر: | Angewandte Chemie International Edition. 59:18412-18417 |
| بيانات النشر: | Wiley, 2020. |
| سنة النشر: | 2020 |
| مصطلحات موضوعية: | Silylation, 010405 organic chemistry, Chemistry, Enantioselective synthesis, Total synthesis, General Medicine, General Chemistry, 010402 general chemistry, 01 natural sciences, Combinatorial chemistry, Catalysis, Cycloaddition, 0104 chemical sciences, Stereocenter, chemistry.chemical_compound, Decalin, Inverse electron-demand Diels–Alder reaction, Diels–Alder reaction |
| الوصف: | A novel strategy for the synthesis of cis-decalins by an ytterbium-catalyzed asymmetric inverse-electron-demand Diels-Alder reaction of 2-pyrones and silyl cyclohexadienol ethers is reported here. A broad range of synthetically important cis-decalin derivatives with multiple contiguous stereogenic centers and functionalities are obtained in good yields and stereoselectivities. A full set of diastereomeric substituted cis-decalin motifs are readily accessible by tuning the absolute configurations of substituted silyl cyclohexadienol ethers (R or S) as well as the ligands (R or S). The synthetic potential is showcased by the enantioselective total synthesis of 4-amorphen-11-ol, and further demonstrated by the first total synthesis of cis-crotonin. |
| تدمد: | 1521-3773 1433-7851 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::381a43e1b8ecaa6cb3c199488ea06818 https://doi.org/10.1002/anie.202006841 |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi.dedup.....381a43e1b8ecaa6cb3c199488ea06818 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15213773 14337851 |
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