| Biomimetic synthesis of (-)-chaetominine epimers via copper-catalyzed radical cyclization | |
Deng, Xu1 ; Liang, Kangjiang1,2; Tong, Xiaogang1,2; Ding, Ming1,2; Li, Dashan1,2; Xia, Chengfeng1; Xia,CF (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650201,Yunnan,Peoples R China.; xia-chengfeng@mail.kib.ac.cn
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| 2015-06-03 | |
| 发表期刊 | TETRAHEDRON
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| 卷号 | 71期号:22页码:3699-3704 |
| 摘要 | Synthetic endeavors toward (-)-chaetominine via copper-catalyzed radical cyclization are reported. Both of the pyrido[2,3,b]-indole ring (C ring) and imidazolidinone (D ring) are efficiently constructed in one-pot manner. It's unveiled that the newly formed stereo center is controlled by the chiral of alanine, not by tryptophan. With these synthetic discoveries, highly efficient and diastereoselective synthesis of (+)-2,3,14-epi-chaetominine 5 and (-)-11-epi-chaetominine 11 is achieved. (C) 2014 Elsevier Ltd. All rights reserved. |
| 关键词 | Indole Alkaloids (-)-chaetominine Total Synthesis Copper-catalyzed Cyclization |
| 学科领域 | Chemistry, Organic |
| DOI | 10.1016/j.tet.2014.09.029 |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000355051000020 |
| 引用统计 | |
| 文献类型 | 期刊论文 |
| 条目标识符 | http://ir.kib.ac.cn/handle/151853/21344 |
| 专题 | 植物化学与西部植物资源持续利用国家重点实验室 |
| 通讯作者 | Xia,CF (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650201,Yunnan,Peoples R China.; xia-chengfeng@mail.kib.ac.cn |
| 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 | Deng, Xu,Liang, Kangjiang,Tong, Xiaogang,et al. Biomimetic synthesis of (-)-chaetominine epimers via copper-catalyzed radical cyclization[J]. TETRAHEDRON,2015,71(22):3699-3704. |
| APA | Deng, Xu.,Liang, Kangjiang.,Tong, Xiaogang.,Ding, Ming.,Li, Dashan.,...&xia-chengfeng@mail.kib.ac.cn.(2015).Biomimetic synthesis of (-)-chaetominine epimers via copper-catalyzed radical cyclization.TETRAHEDRON,71(22),3699-3704. |
| MLA | Deng, Xu,et al."Biomimetic synthesis of (-)-chaetominine epimers via copper-catalyzed radical cyclization".TETRAHEDRON 71.22(2015):3699-3704. |
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