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学科主题: 金属有机化学
题名: A controllable synthesis of homoallyl ketones and multiply substituted Cyclopentadienes by direct insertion of aroyl cyanides to zirconacyclopentenes
其他题名: 锆杂环戊烯与酰腈的直接插入反应:控制性合成高烯丙酮和多取代环戊二烯
作者: Zhou SL(周少林) ; Yan B(闫彬) ; Liu YH(刘元红)
通讯作者: 刘元红
刊名: J. Org. Chem.
发表日期: 2005
卷: 70, 期:10, 页:4006-4012
收录类别: SCI
部门归属: 中科院上海有机所金属有机化学国家重点实验室
英文摘要: The direct reaction of aroyl cyanides with zirconacyclopentenes was achieved cleanly under controlled reaction conditions. This methodology provided an extremely efficient, one-pot, and high-yield route for the synthesis of homoallyl ketones when the reaction was carried out at -50 ° C. Trapping of the zirconium intermediate by a variety of electrophiles afforded functionalized homoallyl ketones. Remarkably, the insertion reaction occurred with complete chemoselectivity, that means, the Zr-sp(3) carbon bond reacted preferentially, which is different from Cu-mediated elaboration of zirconacycles. Surprisingly, when the reaction was done at room temperature, 1,2,3-trisubstituted cyclopentadiene derivatives were readily formed in high yields. The direct insertion reaction of zirconacyclopentanes with acyl cyanides was also described. When bicyclic zirconacyclopentanes were used, cyclopentanol derivatives were obtained with high stereoselectivity.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000228983300030
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/24219
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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Recommended Citation:
Zhou SL,Yan B,Liu YH. A controllable synthesis of homoallyl ketones and multiply substituted Cyclopentadienes by direct insertion of aroyl cyanides to zirconacyclopentenes[J]. J. Org. Chem.,2005,70(10):4006-4012.
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