Isolation and Asymmetric Total Synthesis of Perforanoid A

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

	Isolation and Asymmetric Total Synthesis of Perforanoid A
	Lv, Chao; Yan, Xiaohui; Tu, Qian; Di, Yingtong; Yuan, Chunmao; Fang, Xin; Ben-David, Yaacove; Xia, Lei; Gong, Jianxian; Shen, Yuemao
刊名	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
	2016-06-20
卷号	55 期号:26 页码:7539-7543
关键词	asymmetric synthesis cytotoxicity limonoids Pauson-Khand reaction total synthesis
英文摘要	A novel limonoid, perforanoid A, was isolated, and an asymmetric total synthesis was achieved in 10 steps. The key steps are chiral tertiary aminonaphthol mediated enantioselective alkenylation of an aldehyde to an allylic alcohol, Pd-catalyzed coupling of the allylic alcohol with vinyl ether to form the gamma-lactone ring, and cyclopentenone ring formation through a Rh-catalyzed Pauson-Khand reaction. Preliminary studies show that perforanoid A is cytotoxic towards HEL, K562, and CB3 tumor cell lines.
类目[WOS]	Chemistry, Multidisciplinary
研究领域[WOS]	Chemistry
关键词[WOS]	OSHIMA-UTIMOTO REACTION ; ALKENYL GRIGNARD-REAGENTS ; CROSS-COUPLING REACTIONS ; ALKYL-HALIDES ; BIOLOGICAL-ACTIVITIES ; LIMONOIDS ; FRAXINELLONE ; AZADIRACHTIN ; INHIBITOR ; CHEMISTRY
收录类别	SCI
语种	英语
WOS记录号	WOS:000383077400042
内容类型	期刊论文
源URL	[http://ir.kib.ac.cn/handle/151853/28626]
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
推荐引用方式 GB/T 7714	Lv, Chao,Yan, Xiaohui,Tu, Qian,et al. Isolation and Asymmetric Total Synthesis of Perforanoid A[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2016,55(26):7539-7543.
APA	Lv, Chao.,Yan, Xiaohui.,Tu, Qian.,Di, Yingtong.,Yuan, Chunmao.,...&Hao, Xiaojiang.(2016).Isolation and Asymmetric Total Synthesis of Perforanoid A.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,55(26),7539-7543.
MLA	Lv, Chao,et al."Isolation and Asymmetric Total Synthesis of Perforanoid A".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 55.26(2016):7539-7543.