Stereoselective synthesis of (-)-3-PPP through palladium-catalysed unactivated C(sp(3))-H arylation at the C-3 position of L-pipecolinic acid | |
Zhang, Shi-Jin1; Sun, Wen-Wu2![]() | |
刊名 | TETRAHEDRON LETTERS
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2017-02-15 | |
卷号 | 58期号:7页码:606-609 |
关键词 | Preclamol Stereoselective Palladium C(sp(3))-H activation Arylation |
英文摘要 | An efficient route for the preparation of (-)-3-PPP(preclamol) using the highly stereoselective palladium catalysed C(sp(3))-H arylation and radical decarboxylation reaction as the key steps is described. The chiral center at the C-3 position of L-pipecolinic acid derivative formed in the key reaction was completely induced by the adjacent stereocenter of the substrate, which was confirmed by the data of chiral HPLC analysis. Substitution effect of nitrogen on the efficiency of Pd-catalysed C(sp(3))-H arylation reaction was explored with substantial experiments including the X-ray single-crystal diffraction analysis of palladium-complex-2. (C) 2016 Elsevier Ltd. All rights reserved. |
类目[WOS] | Chemistry, Organic |
研究领域[WOS] | Chemistry |
关键词[WOS] | C-H FUNCTIONALIZATION ; DOPAMINE AUTORECEPTOR AGONIST ; CARBON-HYDROGEN BONDS ; ALPHA-AMINO-ACIDS ; RECEPTOR AGONISTS ; DIRECTING GROUPS ; D-2L RECEPTORS ; AUXILIARY ; PICOLINAMIDE ; ACTIVATION |
收录类别 | SCI |
语种 | 英语 |
WOS记录号 | WOS:000393936800003 |
内容类型 | 期刊论文 |
源URL | [http://ir.kib.ac.cn/handle/151853/46028] ![]() |
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.Chengdu Univ Tradit Chinese Med, Coll Pharm, Chengdu 611137, Peoples R China 2.South Cent Univ Nationalities, Sch Pharmaceut Sci, Wuhan 430074, Peoples R China 3.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China |
推荐引用方式 GB/T 7714 | Zhang, Shi-Jin,Sun, Wen-Wu,Yu, Qun-Ying,et al. Stereoselective synthesis of (-)-3-PPP through palladium-catalysed unactivated C(sp(3))-H arylation at the C-3 position of L-pipecolinic acid[J]. TETRAHEDRON LETTERS,2017,58(7):606-609. |
APA | Zhang, Shi-Jin,Sun, Wen-Wu,Yu, Qun-Ying,Cao, Pei,Dong, Xiao-Ping,&Wu, Bin.(2017).Stereoselective synthesis of (-)-3-PPP through palladium-catalysed unactivated C(sp(3))-H arylation at the C-3 position of L-pipecolinic acid.TETRAHEDRON LETTERS,58(7),606-609. |
MLA | Zhang, Shi-Jin,et al."Stereoselective synthesis of (-)-3-PPP through palladium-catalysed unactivated C(sp(3))-H arylation at the C-3 position of L-pipecolinic acid".TETRAHEDRON LETTERS 58.7(2017):606-609. |
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