Construction of Tetracyclic 3-Spirooxindole through Cross-Dehydrogenation of Pyridinium: Applications in Facile Synthesis of (+/-)-Corynoxine and (+/-)-Corynoxine B
文献类型:期刊论文
| 作者 | Xu, Jun1,2 ; Shao, Li-Dong1; Li, Dashan1,2; Deng, Xu1 ; Liu, Yu-Chen1,2; Zhao, Qin-Shi1 ; Xia, Chengfeng1
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| 刊名 | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
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| 出版日期 | 2014-12-31 |
| 卷号 | 136期号:52页码:17962-17965 |
| 英文摘要 | A facile and straightforward method was developed to construct the fused tetracyclic 3-spirooxindole skeleton, which exists widely in natural products. The formation of the tetracyclic 3-spirooxindole structure was achieved through a transition-metal-free intramolecular cross-dehydrogenative coupling of pyridinium, which were formed in situ by the condensation of 3-(2-bromoethyl)indolin-2-one derivatives with 3-substituted pyridines. As examples of the application of this new methodology, two potentially medicinal natural products, (+/-)-corynoxine and (+/-)-corynoxine B, were efficiently synthesized in five scalable steps. |
| 类目[WOS] | Chemistry, Multidisciplinary |
| 研究领域[WOS] | Chemistry |
| 关键词[WOS] | ENANTIOSELECTIVE FORMAL SYNTHESIS ; 1ST TOTAL-SYNTHESIS ; OXINDOLE ALKALOIDS ; INDOLE ALKALOIDS ; RING-EXPANSION ; GENERAL-APPROACH ; ALPHA-SYNUCLEIN ; ISORHYNCHOPHYLLINE ; RHYNCHOPHYLLINE ; RHYNCOPHYLLINE |
| 收录类别 | SCI ; IC ; CCR |
| 语种 | 英语 |
| WOS记录号 | WOS:000347438300018 |
| 源URL | [http://ir.kib.ac.cn/handle/151853/20421] ![]() |
| 专题 | 昆明植物研究所_植物化学与西部植物资源持续利用国家重点实验室 |
| 作者单位 | 1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Xu, Jun,Shao, Li-Dong,Li, Dashan,et al. Construction of Tetracyclic 3-Spirooxindole through Cross-Dehydrogenation of Pyridinium: Applications in Facile Synthesis of (+/-)-Corynoxine and (+/-)-Corynoxine B[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2014,136(52):17962-17965. |
| APA | Xu, Jun.,Shao, Li-Dong.,Li, Dashan.,Deng, Xu.,Liu, Yu-Chen.,...&Xia, Chengfeng.(2014).Construction of Tetracyclic 3-Spirooxindole through Cross-Dehydrogenation of Pyridinium: Applications in Facile Synthesis of (+/-)-Corynoxine and (+/-)-Corynoxine B.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,136(52),17962-17965. |
| MLA | Xu, Jun,et al."Construction of Tetracyclic 3-Spirooxindole through Cross-Dehydrogenation of Pyridinium: Applications in Facile Synthesis of (+/-)-Corynoxine and (+/-)-Corynoxine B".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 136.52(2014):17962-17965. |
入库方式: OAI收割
来源:昆明植物研究所
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