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| 细花百部碱的合成研究; Study on the Synthesis of Parvistemonine | |
| 杨红豆 | |
| 导师 | 韦堃 |
| 摘要 | This thesis mainly discusses the asymmetric synthesis of the three-ring core skeleton of parvistemoline, including the following contents: The stemona alkaloids have attracted great attention due to their complex structure, including stereochemistry and skeleton structure，especially parvistemonine isolated from the rhizomes of Stemona parviflora. Up to now, there has been no report on total synthesis of the alkaloids isolated from the plant, which is beneficial to the study of its activity and the development of further drugs. This synthesis starts from the easily prepared α-vinylfurfuryl alcohol 2-2 and known linear aldehyde 2-5, and two key contiguous chiral centers are constructed in one step using an asymmetric iridium/amine-catalyzed allylation. At the same time, it was the first time to achieved that the asymmetric allylation of furan allyl alcohol with aldehydes catalyzed by Ir/Carreira ligand and chiral proline. Then diastereomeric allyl addition with imine formed by Ellman’s sulfinamide enables to afford the third chiral center. Then through deprotection and condensation reaction, pentalactam 2-12 is generated. Then, the key three-ring core skeleton 2-15 was generated by the reaction of leaving silicon, leaving BOC and amination. It provides a basis for the research of total synthesis of stilbine. |
| 2021-05 | |
| 文献类型 | 学位论文 |
| 条目标识符 | http://ir.kib.ac.cn/handle/151853/74605 |
| 专题 | 昆明植物所硕博研究生毕业学位论文 |
| 推荐引用方式 GB/T 7714 | 杨红豆. 细花百部碱的合成研究, Study on the Synthesis of Parvistemonine[D],2021. |
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| 文件名称/大小 | 文献类型 | 版本类型 | 开放类型 | 使用许可 | ||
| 杨红豆-1_杨红豆-打印版6299734（5531KB） | 学位论文 | 限制开放 | CC BY-NC-SA | 请求全文 | ||
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