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学科主题: 金属有机化学
题名: Rhodium-catalyzed cycloisomerization of 1,6-enynes with an intramolecular halogen shift: Reaction scope and mechanism
其他题名: 铑催化的1,6烯炔环异构化-分子内卤素转移反应
作者: Tong XF(童晓峰) ; Li D(李到) ; Zhang ZG(张兆国) ; Zhang XM(张绪穆)
通讯作者: 张兆国
刊名: J. Am. Chem. Soc.
发表日期: 2004
卷: 126, 期:24, 页:7601-7607
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所金属有机化学实验室; 美国宾州大学
英文摘要: The rhodium(1)-species-catalyzed cycloisomerization reaction of a wide spectrum of 1,6-enynes with an unusual intramolecular halogen shift was investigated. This Rh-catalyzed enyne cyclization reaction represents a new process for the synthesis of stereodefined alpha-halomethylene-gamma-butyrolactones, lactams, tetrahydrofurans, pyrrolidines, and cyclopentanes. Coordinatively unsaturated rhodium species ([Rh(COD)Cl](2) + dppb + AgSbF6) only catalyzes the reaction with enyne substrates bearing a Z-form double bond, while neutral rhodium species (RhCl(PPh3)(3)) Could catalyze enyne substrates bearing a Z- or E-form double bond to form the desired products and has a wider substrate scopes. The mechanism of the reaction was studied by the employment of control experiments with different enyne isomers, and a pi-allyl rhodium intermediate was suggested to explain the formation of the cyclic products with an intramolecular halogen shift.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000222120900041
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/27583
Appears in Collections:上海有机化学研究所_期刊论文

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Recommended Citation:
Tong XF,Li D,Zhang ZG,et al. Rhodium-catalyzed cycloisomerization of 1,6-enynes with an intramolecular halogen shift: Reaction scope and mechanism[J]. J. Am. Chem. Soc.,2004,126(24):7601-7607.
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