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学科主题: 生命有机化学
题名: Chemistry of tonghaosu analogs: Novel acid-catalyzed nucleophilic addition to the dienyl acetal system
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
作者: Yin BL(尹标林) ; Wu WM(吴文敏) ; Hu TS(胡泰山) ; Wu YL(吴毓林)
通讯作者: 吴毓林
刊名: Eur. J. Org. Chem.
发表日期: 2003
期: 20, 页:4016-4022
收录类别: SCI
部门归属: 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
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.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000186162200019
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/14054
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
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.
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