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题名: Total Synthesis of (-)-8-Deoxyserratinine via an Efficient Helquist Annulation and Double N-Alkylation Reaction
作者: null(杨玉荣)1; Lai, Zeng-Wei1, 2; Shen, Liang1; Huang, Jiu-Zhong1, 2; Wu, Xing-De1; Yin, Jun-Lin1; Wei, Kun1
刊名: ORGANIC LETTERS
关键词: LYCOPODIUM ALKALOIDS ; ABSOLUTE-CONFIGURATION ; LIPOGRAMMISTIN-A ; SERRATININE ; 2-NITROBENZENESULFONAMIDE ; MACROCYCLIZATION ; SERRATUM
英文摘要: The first enantioselective total synthesis of (-)-8-deoxyserratinine has been achieved in 15 steps from enone 4 with 7% overall yield. The key features include a highly efficient Helquist annulation to furnish the cis-fused 6/5 bicycle, facile construction of the aza nine-membered ring system employing double N-alkylation strategy, as well as asymmetric Shi epoxidation, delivering the desired beta-epoxide stereospecifically.
出版日期: 2010-08-06
卷号: 12, 期号:15, 页码:3430-3433
语种: 英语
收录类别: SCI ; IC ; CCR
学科分类: Chemistry, Organic
ISSN号: 1523-7060
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.kib.ac.cn/handle/151853/4288
Appears in Collections:植物化学与西部植物资源持续利用国家重点实验室_期刊论文

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作者单位: 1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Peoples R China
2.Yunnan Univ, Minist Educ, Key Lab Med Chem Nat Resource, Kunming 650091, Peoples R China

Recommended Citation:
Yang, YR; Lai, ZW; Shen, LA; Huang, JZ; Wu, XD; Yin, JL; Wei, K.Total Synthesis of (-)-8-Deoxyserratinine via an Efficient Helquist Annulation and Double N-Alkylation Reaction,ORGANIC LETTERS,2010,12(15):3430-3433
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