Biomimetically inspired asymmetric total synthesis of (+)-19-dehydroxyl   arisandilactone A

doi:10.1038/ncomms14233

CORC > 北京大学 > 化学与分子工程学院

	Biomimetically inspired asymmetric total synthesis of (+)-19-dehydroxyl arisandilactone A
	Han, Yi-Xin ; Jiang, Yan-Long ; Li, Yong ; Yu, Hai-Xin ; Tong, Bing-Qi ; Niu, Zhe ; Zhou, Shi-Jie ; Liu, Song ; Lan, Yu ; Chen, Jia-Hua ; Yang, Zhen
刊名	Nature Communications
	2017
关键词	SCHISANDRA-ARISANENSIS TRITERPENOIDS ESTERS FRUITS FAMILY
DOI	10.1038/ncomms14233
英文摘要	Complex natural products are a proven and rich source of disease-modulating drugs and of efficient tools for the study of chemical biology and drug discovery. The architectures of complex natural products are generally considered to represent significant barriers to efficient chemical synthesis. Here we describe a concise and efficient asymmetric synthesis of 19-dehydroxyl arisandilactone A-which belongs to a family of architecturally unique, highly oxygenated nortriterpenoids isolated from the medicinal plant Schisandra arisanensis. This synthesis takes place by means of a homo-Michael reaction, a tandem retro-Michael/Michael reaction, and Cu-catalysed intramolecular cyclopropanation as key steps. The proposed mechanisms for the homo-Michael and tandem retro-Michael/Michael reactions are supported by density functional theory (DFT) calculation. The developed chemistry may find application for the synthesis of its other family members of Schisandraceae nortriterpenoids.; National Science Foundation of China (Natural Science Foundation of China) [21272015, 21372016, 21472006, 21572009, 21372266]; SCI(E); ARTICLE; 8
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/475566]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Han, Yi-Xin,Jiang, Yan-Long,Li, Yong,et al. Biomimetically inspired asymmetric total synthesis of (+)-19-dehydroxyl arisandilactone A[J]. Nature Communications,2017.
APA	Han, Yi-Xin.,Jiang, Yan-Long.,Li, Yong.,Yu, Hai-Xin.,Tong, Bing-Qi.,...&Yang, Zhen.(2017).Biomimetically inspired asymmetric total synthesis of (+)-19-dehydroxyl arisandilactone A.Nature Communications.
MLA	Han, Yi-Xin,et al."Biomimetically inspired asymmetric total synthesis of (+)-19-dehydroxyl arisandilactone A".Nature Communications (2017).