SIOC OpenIR  > 生命有机化学国家重点实验室
Chemistry of tonghaosu analogs: Novel acid-catalyzed nucleophilic addition to the dienyl acetal system
Alternative Title茼蒿素类似物的化学: 新的酸催化的对二烯缩酮系统的亲核加成反应
Yin BL(尹标林); Wu WM(吴文敏); Hu TS(胡泰山); Wu YL(吴毓林)
2003
Source PublicationEur. J. Org. Chem.
ISSN1434-193X
Issue20Pages:4016-4022
AbstractThe acid-catalyzed nucleophilic addition reaction of spiroketal enol ether-containing toghaosu analogs 2 was explored. Soft nucleophilies, such as mercaptans, alcohols and heteroaromatic compounds, gave rise exclusively to 1,6-adducts, while harder nucleophiles, such as Grignard reagents, afforded mixtures of 1,2-and 1,6-adducts. The reaction with cysteine and glutathione, which might be related to the mode cysteine and glutathione, which might be related to the mode of action of insect antifeeding, also took place smoothly. Friedel-Crafts dimerization reactions of 10 and 11 gave the dimers 12 and 13 respectively. By comparison of ~1HNMR spectroscopic data, we also suggest that the structure of compound 9 reported in the literature for a natural product is revised to that of compound 13.
Subject Area生命有机化学
Department中国科学院上海有机化学研究所生命有机国家重点实验室
URL查看原文
Indexed BySCI
Language英语
WOS IDWOS:000186162200019
Citation statistics
Cited Times:8[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/14054
Collection生命有机化学国家重点实验室
Corresponding AuthorWu YL(吴毓林)
Recommended Citation
GB/T 7714
Yin BL,Wu WM,Hu TS,et al. Chemistry of tonghaosu analogs: Novel acid-catalyzed nucleophilic addition to the dienyl acetal system[J]. Eur. J. Org. Chem.,2003(20):4016-4022.
APA 尹标林,吴文敏,胡泰山,&吴毓林.(2003).Chemistry of tonghaosu analogs: Novel acid-catalyzed nucleophilic addition to the dienyl acetal system.Eur. J. Org. Chem.(20),4016-4022.
MLA 尹标林,et al."Chemistry of tonghaosu analogs: Novel acid-catalyzed nucleophilic addition to the dienyl acetal system".Eur. J. Org. Chem. .20(2003):4016-4022.
Files in This Item:
File Name/Size DocType Version Access License
2003011.pdf(152KB) 开放获取--Application Full Text
Related Services
Recommend this item
Bookmark
Usage statistics
Export to Endnote
Google Scholar
Similar articles in Google Scholar
[尹标林]'s Articles
[吴文敏]'s Articles
[胡泰山]'s Articles
Baidu academic
Similar articles in Baidu academic
[尹标林]'s Articles
[吴文敏]'s Articles
[胡泰山]'s Articles
Bing Scholar
Similar articles in Bing Scholar
[尹标林]'s Articles
[吴文敏]'s Articles
[胡泰山]'s Articles
Terms of Use
No data!
Social Bookmark/Share
All comments (0)
No comment.
 

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