Asymmetric Synthesis of the Tricyclic Core of Calyciphylline A-Type Alkaloids via Intramolecular [3+2] Cycloaddition
Wang, Lu1; Xu, Chen1; Chen, Li1; Hao, Xiaojiang2; Wang, David Zhigang1
刊名ORGANIC LETTERS
2014-02-21
卷号16期号:4页码:1076-1079
关键词BETA-HYDROXY KETONES NITRILE OXIDE CYCLOADDITION DAPHNIPHYLLUM ALKALOIDS TETRACYCLIC CORE DAPHNILACTONE-B RING-SYSTEM CONSTRUCTION REDUCTION DELTA-2-ISOXAZOLINES ROUTE
ISSN号1523-7060
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
英文摘要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.
学科主题Chemistry, Organic
类目[WOS]Chemistry, Organic
研究领域[WOS]Chemistry
关键词[WOS]BETA-HYDROXY KETONES ; NITRILE OXIDE CYCLOADDITION ; DAPHNIPHYLLUM ALKALOIDS ; TETRACYCLIC CORE ; DAPHNILACTONE-B ; RING-SYSTEM ; CONSTRUCTION ; REDUCTION ; DELTA-2-ISOXAZOLINES ; ROUTE
收录类别SCI ; IC
资助信息National Science Foundation of China [21290183, 21272014, 20972008, 20672160]; national "973 Project" of the State Ministry of Science and Technology [2012CB722602, 2010CB833200]; Shenzhen Bureau of Science and Technology
语种英语
WOS记录号WOS:000331926800012
公开日期2014-04-09
内容类型期刊论文
源URL[http://ir.kib.ac.cn/handle/151853/17942]  
专题昆明植物研究所_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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