Stereoselective synthesis of (-)-3-PPP through palladium-catalysed unactivated C(sp(3))-H arylation at the C-3 position of L-pipecolinic acid

doi:10.1016/j.tetlet.2016.12.051

	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-Jin 1; Sun, Wen-Wu2 ; Yu, Qun-Ying 3; Cao, Pei 3; Dong, Xiao-Ping 1; Wu, Bin 2,3
	2017-02-15
发表期刊	TETRAHEDRON LETTERS
卷号	58 期号:7 页码:606-609
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.
关键词	Preclamol Stereoselective Palladium c(Sp(3))-h Activation Arylation
DOI	10.1016/j.tetlet.2016.12.051
收录类别	SCI
语种	英语
WOS记录号	WOS:000393936800003
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/46028
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.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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