Asymmetric Synthesis of the Tricyclic Core of Calyciphylline A-Type Alkaloids via Intramolecular [3+2] Cycloaddition

doi:10.1021/ol403609c

	Asymmetric Synthesis of the Tricyclic Core of Calyciphylline A-Type Alkaloids via Intramolecular [3+2] Cycloaddition
	Wang, Lu 1; Xu, Chen 1; Chen, Li 1; Hao, Xiaojiang2 ; Wang, David Zhigang 1
通讯作者	Hao,XJ (reprint author),Chinese Acad Sci,Kunming Inst Bot,Kunming 650204,Peoples R China. ; haoxj@mail.kib.ac.cn ; dzw@pkusz.edu.cn
	2014-02-21
发表期刊	ORGANIC LETTERS
ISSN	1523-7060
卷号	16 期号:4 页码:1076-1079
摘要	Asymmetric synthesis of the [5-6-7] tricyclic system common to the Calyciphylline A-type alkaloids is reported, featuring Overman rearrangement, Heck cyclization, intramolecular [3 + 2] cycloaddition, diastereoselective hydrogenation, and Claisen rearrangement as strategic events. The approach is capable of installing the crucial carbonyl functionality as well as multiple stereogenic centers within a congested polycyclic ring skeleton.
关键词	Beta-hydroxy Ketones Nitrile Oxide Cycloaddition Daphniphyllum Alkaloids Tetracyclic Core Daphnilactone-b Ring-system Construction Reduction Delta-2-isoxazolines Route
学科领域	Chemistry, Organic
DOI	10.1021/ol403609c
收录类别	SCI ; IC
语种	英语
WOS记录号	WOS:000331926800012
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/17942
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.Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China 2.Chinese Acad Sci, Kunming Inst Bot, Kunming 650204, Peoples R China
推荐引用方式 GB/T 7714	Wang, Lu,Xu, Chen,Chen, Li,et al. Asymmetric Synthesis of the Tricyclic Core of Calyciphylline A-Type Alkaloids via Intramolecular [3+2] Cycloaddition[J]. ORGANIC LETTERS,2014,16(4):1076-1079.
APA	Wang, Lu,Xu, Chen,Chen, Li,Hao, Xiaojiang,&Wang, David Zhigang.(2014).Asymmetric Synthesis of the Tricyclic Core of Calyciphylline A-Type Alkaloids via Intramolecular [3+2] Cycloaddition.ORGANIC LETTERS,16(4),1076-1079.
MLA	Wang, Lu,et al."Asymmetric Synthesis of the Tricyclic Core of Calyciphylline A-Type Alkaloids via Intramolecular [3+2] Cycloaddition".ORGANIC LETTERS 16.4(2014):1076-1079.

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