Total synthesis of (-)-akaol A via a conformational constraint strategy

doi:10.1039/c8qo00375k

	Total synthesis of (-)-akaol A via a conformational constraint strategy
	Liu, Hao-Miao 1,2,3; Chen, Dong 1,2,3; Xu, Wen-Dan 1,2,3; Dang, Li-Zhi 4; Qin, Hong-Bo1,2
	2018-06-21
发表期刊	ORGANIC CHEMISTRY FRONTIERS
ISSN	2052-4129
卷号	5 期号:12 页码:1886-1889
摘要	The enantioselective total synthesis of (-)-akaol A has been achieved. The key reaction features a well-designed Friedel-Crafts cyclization, which ensured a cis-fused B/C ring through a conformational constraint strategy. In marked control to trans-fused B/C ring cyclization promoted by a routine acid, the complete cis selective formation of the B/C ring was realized for the first time. Bistri-fluoromethane-sulfonimide promoted the key cyclization effectively. Our synthesis involves 13 steps from known aldehyde 2 and proceeds in 10.7% overall yield.
DOI	10.1039/c8qo00375k
语种	英语
引用统计	被引频次：4[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/61369
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.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Photochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China 2.Yunnan Key Lab Nat Med Chem, Kunming 650201, Yunnan, Peoples R China 3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 4.China Tobacco Yunnan Ind Co Ltd, Kunming 650231, Yunnan, Peoples R China
推荐引用方式 GB/T 7714	Liu, Hao-Miao,Chen, Dong,Xu, Wen-Dan,et al. Total synthesis of (-)-akaol A via a conformational constraint strategy[J]. ORGANIC CHEMISTRY FRONTIERS,2018,5(12):1886-1889.
APA	Liu, Hao-Miao,Chen, Dong,Xu, Wen-Dan,Dang, Li-Zhi,&Qin, Hong-Bo.(2018).Total synthesis of (-)-akaol A via a conformational constraint strategy.ORGANIC CHEMISTRY FRONTIERS,5(12),1886-1889.
MLA	Liu, Hao-Miao,et al."Total synthesis of (-)-akaol A via a conformational constraint strategy".ORGANIC CHEMISTRY FRONTIERS 5.12(2018):1886-1889.