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
2013-06-01
发表期刊SYNLETT
ISSN0936-5214
卷号24期号:10页码:1303-1306
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.
关键词Alkaloid Total Synthesis Palladium Cross-coupling Cyclization
资助信息National Natural Science of China [81102348, 21072200]; Chinese Academy of Sciences
学科领域Chemistry, Organic
收录类别SCI ; IC ; CCR
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Organic
WOS记录号WOS:000320576300028
引用统计
被引频次:9[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/151853/16779
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, 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
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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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