Total synthesis of clostrubin

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	Total synthesis of clostrubin
	Yang M(阳铭); Li J(李健); Li A(李昂)
刊名	Nat. Commun.
	2015
卷号	6 页码:6445
其他题名	Total synthesis of clostrubin
通讯作者	李昂
英文摘要	Clostrubin is a potent antibiotic against methicillin-and vancomycin-resistant bacteria that was isolated from a strictly anaerobic bacterium Clostridium beijerinckii in 2014. This polyphenol possesses a fully substituted arene moiety on its pentacyclic scaffold, which poses a considerable challenge for chemical synthesis. Here we report the first total synthesis of clostrubin in nine steps (the longest linear sequence). A desymmetrization strategy is exploited based on the inherent structural feature of the natural product. Barton-Kellogg olefination forges the two segments together to form a tetrasubstituted alkene. A photoinduced 6p electrocyclization followed by spontaneous aromatization constructs the hexasubstituted B ring at a late stage. In total, 200 mg of clostrubin are delivered through this approach.
学科主题	生命有机化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1038/ncomms7445
语种	英语
WOS记录号	WOS:000352633900029
内容类型	期刊论文
源URL	[http://ir.sioc.ac.cn/handle/331003/39499]
专题	上海有机化学研究所_生命有机化学国家重点实验室
作者单位	中科院上海有机化学研究所, 生命有机化学国家重点实验室
推荐引用方式 GB/T 7714	Yang M,Li J,Li A. Total synthesis of clostrubin[J]. Nat. Commun.,2015,6:6445.
APA	阳铭,李健,&李昂.(2015).Total synthesis of clostrubin.Nat. Commun.,6,6445.
MLA	阳铭,et al."Total synthesis of clostrubin".Nat. Commun. 6(2015):6445.