Biomimetic synthesis of (-)-chaetominine epimers via copper-catalyzed radical cyclization

CORC > 昆明植物研究所 > 中国科学院昆明植物研究所 > 植物化学与西部植物资源持续利用国家重点实验室

	Biomimetic synthesis of (-)-chaetominine epimers via copper-catalyzed radical cyclization
	Deng, Xu1 ; Liang, Kangjiang 1,2; Tong, Xiaogang 1,2; Ding, Ming 1,2; Li, Dashan 1,2; Xia, Chengfeng 1
刊名	TETRAHEDRON
	2015-06-03
卷号	71 期号:22 页码:3699-3704
关键词	Indole alkaloids (-)-Chaetominine Total synthesis Copper-catalyzed Cyclization
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
英文摘要	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.
学科主题	Chemistry, Organic
类目[WOS]	Chemistry, Organic
研究领域[WOS]	Chemistry
关键词[WOS]	COMPLEXITY GENERATION ; L-TRYPTOPHAN ; CHAETOMININE ; CONFIGURATION ; BIOSYNTHESIS ; OXYGENATION
收录类别	SCI
语种	英语
WOS记录号	WOS:000355051000020
内容类型	期刊论文
源URL	[http://ir.kib.ac.cn/handle/151853/21344]
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, 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.(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.