| Polycyclic Azetidines and Pyrrolidines via Palladium-Catalyzed Intramolecular Amination of Unactivated C(sp3)-H Bonds | |
| Zhao, Jie1,2; Zhao, Xiao-Jing1,2; Cao, Pei1; Liu, Ji-Kai3; Wu, Bin1,3 | |
| 2017-09-15 | |
| 发表期刊 | ORGANIC LETTERS
 |
| ISSN | 1523-7060 |
| 卷号 | 19期号:18页码:4880-4883 |
| 摘要 | A novel strategy to construct complex poly cyclic nitrogen-containing heterocycles from aliphatic amines via picolinamide-assisted palladium-catalyzed C-H bond activation reaction was reported. The reaction exhibits broad substrate scope for the synthesis of various azabicyclic scaffolds, including azetidines and tropane-class alkaloids. Application of this method to naturally occurring (-)-cis-myrtanylamine, an unprecedented type of carbon-carbon bond activation, in which the electron-pair involved initiates an intramolecular "S(N)2-like" displacement of a cyclopalladium-fragment from a tertiary center, is described. |
| 关键词 | C-h Functionalization c(Sp(3))-h Bonds Beta-lactams Stereoselective-synthesis Organic-synthesis Aliphatic-amines Activation Derivatives Cyclization Amidation |
| 学科领域 | Chemistry, Organic |
| DOI | 10.1021/acs.orglett.7b02339 |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000411304300045 |
| 引用统计 | |
| 文献类型 | 期刊论文 |
| 条目标识符 | http://ir.kib.ac.cn/handle/151853/54881 |
| 专题 | 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, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Kunming 650201, Yunnan, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.South Cent Univ Nationalities, Sch Pharmaceut Sci, Wuhan 430074, Hubei, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhao, Jie,Zhao, Xiao-Jing,Cao, Pei,et al. Polycyclic Azetidines and Pyrrolidines via Palladium-Catalyzed Intramolecular Amination of Unactivated C(sp3)-H Bonds[J]. ORGANIC LETTERS,2017,19(18):4880-4883. |
| APA | Zhao, Jie,Zhao, Xiao-Jing,Cao, Pei,Liu, Ji-Kai,&Wu, Bin.(2017).Polycyclic Azetidines and Pyrrolidines via Palladium-Catalyzed Intramolecular Amination of Unactivated C(sp3)-H Bonds.ORGANIC LETTERS,19(18),4880-4883. |
| MLA | Zhao, Jie,et al."Polycyclic Azetidines and Pyrrolidines via Palladium-Catalyzed Intramolecular Amination of Unactivated C(sp3)-H Bonds".ORGANIC LETTERS 19.18(2017):4880-4883. |
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| zhao2017.pdf（1162KB） | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | 浏览 下载 | |
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