Formal Synthesis of Aspidospermidine via the Intramolecular Cascade Transannular Cyclization
Huang, Jiu-Zhong1,2; Jie, Xiao-Ke1,3; Wei, Kun1; Zhang, Hongbin2; Wang, Min-Cai3; Yang, Yu-Rong1
刊名SYNLETT
2013-06-01
卷号24期号:10页码:1303-1306
关键词Alkaloid Total Synthesis Palladium Cross-coupling Cyclization
ISSN号0936-5214
通讯作者Yang, YR (reprint author), Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Kunming 650201, Peoples R China. ; yangyurong@mail.kib.ac.cn
文献子类Article
英文摘要A formal synthesis of aspidospermidine is reported through a novel preparation of Stork's penultimate tricyclic ketone intermediate. The key steps of the synthesis consist of an intramolecular cascade transannular cyclization, triggered by the removal of Boc group, which simultaneously forms the C, D, and E rings of aspidospermidine and conveniently setting up the quaternary stereo-center via decarboxylative alkylation reaction of the beta-keto ester.
学科主题Chemistry, Organic
WOS关键词CROSS-COUPLING REACTION ; COLLECTIVE SYNTHESIS ; HELQUIST ANNULATION ; DL-QUEBRACHAMINE ; NATURAL-PRODUCTS ; SCHMIDT REACTION ; ALKALOIDS ; (+/-)-ASPIDOSPERMIDINE ; (+)-ASPIDOSPERMIDINE ; (-)-LYCOJAPODINE
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000320576300028
资助机构National Natural Science of China [81102348, 21072200]; Chinese Academy of Sciences
公开日期2013-10-16
内容类型期刊论文
源URL[http://ir.kib.ac.cn:8080/handle/151853/16779]  
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.Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Kunming 650201, Peoples R China
2.Yunnan Univ, Key Lab Med Chem Nat Resource, Kunming 650091, Peoples R China
3.Zhengzhou Univ, Dept Chem, Zhengzhou 450052, Peoples R China
推荐引用方式
GB/T 7714
Huang, Jiu-Zhong,Jie, Xiao-Ke,Wei, Kun,et al. Formal Synthesis of Aspidospermidine via the Intramolecular Cascade Transannular Cyclization[J]. SYNLETT,2013,24(10):1303-1306.
APA Huang, Jiu-Zhong,Jie, Xiao-Ke,Wei, Kun,Zhang, Hongbin,Wang, Min-Cai,&Yang, Yu-Rong.(2013).Formal Synthesis of Aspidospermidine via the Intramolecular Cascade Transannular Cyclization.SYNLETT,24(10),1303-1306.
MLA Huang, Jiu-Zhong,et al."Formal Synthesis of Aspidospermidine via the Intramolecular Cascade Transannular Cyclization".SYNLETT 24.10(2013):1303-1306.
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