Isolation and Complete Structural Assignment of Lycopodium Alkaloid Cernupalhine A: Theoretical Prediction and Total Synthesis Validation

doi:10.1021/ol500978k

	Isolation and Complete Structural Assignment of Lycopodium Alkaloid Cernupalhine A: Theoretical Prediction and Total Synthesis Validation
	Dong, Liao-Bin 1,2; Wu, Ya-Nan1,2 ; Jiang, Shi-Zhi 1,2; Wu, Xing-De 1; He, Juan 1; Yang, Yu-Rong1 ; Zhao, Qin-Shi1
通讯作者	Yang,YR (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650201,Peoples R China. ; yangyurong@mail.kib.ac.cn ; qinshizhao@mail.kib.ac.cn
	2014-05-16
发表期刊	ORGANIC LETTERS
ISSN	1523-7060
卷号	16 期号:10 页码:2700-2703
摘要	Cernupalhine A (1) is a trace Lycopodium alkaloid (0.7 mg) possessing a new C17N skeleton with an unusual hydroxydihydrofuranone motif newly isolated from Palhinhaea cernua L. Its complete structural assignment, including absolute stereochemistry, was established through a combination of high-field NMR techniques and computational methods and further unequivocal confirmation by the first asymmetric total synthesis. Following the first total synthesis of lobscurinine (3), 1 was achieved via regio- and stereoselective cyanide ion addition and subsequent acid treatment.
关键词	Fawcettimine-related Alkaloids Alpha Unified Total Syntheses Beta-unsaturated Carbonyl-compounds Palhinhaea-cernua Unprecedented Skeleton Helquist Annulation A-c Japonicum (-)-8-deoxyserratinine (+)-lycoflexine
学科领域	Chemistry
DOI	10.1021/ol500978k
收录类别	SCI ; IC
语种	英语
WOS记录号	WOS:000336199200033
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/18102
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 Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100039, Peoples R China
推荐引用方式 GB/T 7714	Dong, Liao-Bin,Wu, Ya-Nan,Jiang, Shi-Zhi,et al. Isolation and Complete Structural Assignment of Lycopodium Alkaloid Cernupalhine A: Theoretical Prediction and Total Synthesis Validation[J]. ORGANIC LETTERS,2014,16(10):2700-2703.
APA	Dong, Liao-Bin.,Wu, Ya-Nan.,Jiang, Shi-Zhi.,Wu, Xing-De.,He, Juan.,...&Zhao, Qin-Shi.(2014).Isolation and Complete Structural Assignment of Lycopodium Alkaloid Cernupalhine A: Theoretical Prediction and Total Synthesis Validation.ORGANIC LETTERS,16(10),2700-2703.
MLA	Dong, Liao-Bin,et al."Isolation and Complete Structural Assignment of Lycopodium Alkaloid Cernupalhine A: Theoretical Prediction and Total Synthesis Validation".ORGANIC LETTERS 16.10(2014):2700-2703.

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