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 | |
刊名 | ORGANIC LETTERS |
2017-09-15 | |
卷号 | 19期号:18页码:4880-4883 |
关键词 | C-h Functionalization c(Sp(3))-h Bonds Beta-lactams Stereoselective-synthesis Organic-synthesis Aliphatic-amines Activation Derivatives Cyclization Amidation |
ISSN号 | 1523-7060 |
DOI | 10.1021/acs.orglett.7b02339 |
英文摘要 | 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. |
学科主题 | Chemistry, Organic |
语种 | 英语 |
WOS记录号 | WOS:000411304300045 |
内容类型 | 期刊论文 |
源URL | [http://ir.kib.ac.cn/handle/151853/54881] |
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, 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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