Chemistry of tonghaosu analogs: Novel acid-catalyzed nucleophilic addition to the dienyl acetal system
文献类型:期刊论文
作者 | Yin BL(尹标林) ; Wu WM(吴文敏) ; Hu TS(胡泰山) ; Wu YL(吴毓林) |
刊名 | Eur. J. Org. Chem.
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出版日期 | 2003 |
期号 | 20页码:4016-4022 |
ISSN号 | 1434-193X |
其他题名 | 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 |
通讯作者 | 吴毓林 |
英文摘要 | The 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. |
学科主题 | 生命有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1002/ejoc.200300343 |
语种 | 英语 |
WOS记录号 | WOS:000186162200019 |
公开日期 | 2013-01-17 |
源URL | [http://202.127.28.38/handle/331003/14054] ![]() |
专题 | 上海有机化学研究所_生命有机化学国家重点实验室 |
推荐引用方式 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. |
入库方式: OAI收割
来源:上海有机化学研究所
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