Total Synthesis of (-)-8-Deoxyserratinine via an Efficient Helquist Annulation and Double N-Alkylation Reaction
Yang, Yu-Rong1; Lai, Zeng-Wei1,2; Shen, Liang1; Huang, Jiu-Zhong1,2; Wu, Xing-De1; Yin, Jun-Lin1; Wei, Kun1
2010-08-06
Source PublicationORGANIC LETTERS
ISSN1523-7060
Volume12Issue:15Pages:3430-3433
AbstractThe 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.
KeywordLycopodium Alkaloids Absolute-configuration Lipogrammistin-a Serratinine 2-nitrobenzenesulfonamide Macrocyclization Serratum
Subject AreaChemistry, Organic
DOI10.1021/ol1012444
Indexed BySCI ; IC ; CCR
Language英语
WOS IDWOS:000280398900038
Citation statistics
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/4288
Collection植物化学与西部植物资源持续利用国家重点实验室
Affiliation1.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
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.
Files in This Item: Download All
File Name/Size DocType Version Access License
201201060035.pdf(207KB) 开放获取--View Download
Related Services
Recommend this item
Bookmark
Usage statistics
Export to Endnote
Google Scholar
Similar articles in Google Scholar
[Yang, Yu-Rong]'s Articles
[Lai, Zeng-Wei]'s Articles
[Shen, Liang]'s Articles
Baidu academic
Similar articles in Baidu academic
[Yang, Yu-Rong]'s Articles
[Lai, Zeng-Wei]'s Articles
[Shen, Liang]'s Articles
Bing Scholar
Similar articles in Bing Scholar
[Yang, Yu-Rong]'s Articles
[Lai, Zeng-Wei]'s Articles
[Shen, Liang]'s Articles
Terms of Use
No data!
Social Bookmark/Share
File name: 201201060035.pdf
Format: Adobe PDF
This file does not support browsing at this time
All comments (0)
No comment.
 

Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.