Total Synthesis of (-)-8-Deoxyserratinine via an Efficient Helquist Annulation and Double N-Alkylation Reaction
文献类型:期刊论文
作者 | Yang, Yu-Rong1![]() |
刊名 | ORGANIC LETTERS
![]() |
出版日期 | 2010-08-06 |
卷号 | 12期号:15页码:3430-3433 |
关键词 | Lycopodium Alkaloids Absolute-configuration Lipogrammistin-a Serratinine 2-nitrobenzenesulfonamide Macrocyclization Serratum |
ISSN号 | 1523-7060 |
DOI | 10.1021/ol1012444 |
文献子类 | Article |
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. |
学科主题 | Chemistry, Organic |
WOS关键词 | LYCOPODIUM ALKALOIDS ; ABSOLUTE-CONFIGURATION ; LIPOGRAMMISTIN-A ; SERRATININE ; 2-NITROBENZENESULFONAMIDE ; MACROCYCLIZATION ; SERRATUM |
WOS研究方向 | Chemistry |
语种 | 英语 |
WOS记录号 | WOS:000280398900038 |
资助机构 | National Natural Science of China [20802084]; National Basic Research Program of China (973 Program) [2009 CB522300]; Chinese Academy of Sciences ; State Key Laboratory of Phytochemistry and Plant Resources in West China |
公开日期 | 2012-03-21 |
源URL | [http://ir.kib.ac.cn:8080/handle/151853/4288] ![]() |
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, 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 |
推荐引用方式 GB/T 7714 | Yang, Yu-Rong,Lai, Zeng-Wei,Shen, Liang,et al. Total Synthesis of (-)-8-Deoxyserratinine via an Efficient Helquist Annulation and Double N-Alkylation Reaction[J]. ORGANIC LETTERS,2010,12(15):3430-3433. |
APA | Yang, Yu-Rong.,Lai, Zeng-Wei.,Shen, Liang.,Huang, Jiu-Zhong.,Wu, Xing-De.,...&Wei, Kun.(2010).Total Synthesis of (-)-8-Deoxyserratinine via an Efficient Helquist Annulation and Double N-Alkylation Reaction.ORGANIC LETTERS,12(15),3430-3433. |
MLA | Yang, Yu-Rong,et al."Total Synthesis of (-)-8-Deoxyserratinine via an Efficient Helquist Annulation and Double N-Alkylation Reaction".ORGANIC LETTERS 12.15(2010):3430-3433. |
入库方式: OAI收割
来源:昆明植物研究所
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