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学科主题: 有机化学
题名: On the 6-Exo atom transfer radical cyclization reactions of 3-Butenyl 2-Iodoalkanoates
其他题名: 论2-碘代烷酸3-丁烯酯的原子转移6-Exo 自由基环合反应
作者: Fang XG(房欣罡) ; Xia HR(夏海容) ; Yu H(于辉) ; Dong XC(董喜成) ; Chen MB(陈敏伯) ; Wang QR(王全瑞) ; Tao FG(陶凤岗) ; Li CZ(李超忠)
通讯作者: 李超忠
刊名: J. Org. Chem.
发表日期: 2002
卷: 67, 期:24, 页:8481-8488
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所; 复旦大学化学系
英文摘要: Bis (tributyltin)-initated atom transfer cyclization reactions of 3-butenyl iodoalkanoates in the presence of BF^3.Oet^2 as the catalyst afforded the 6-exo cyclization products as a mixture of 3,4-cis-and trans-substituted tetrahydro-2H-pyran-2-ones in 53--71% yield with the major isomers being the cis ones. Ab initio calculations at the B3LYP/6-31G* level on the transition states of the radical cyclization and on the cyclized products revealed that the reactions are kinetically controlled and the transition states for the 6-exo radical cyclization are in boat conformations. Moreover, the cisoriented transition states are of lower energy than the corresponding trans-oriented ones, which are in excellent agreement with experimental results.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000179509400025
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/22778
Appears in Collections:中科院天然产物有机化学重点实验室_期刊论文

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Recommended Citation:
Fang XG,Xia HR,Yu H,et al. On the 6-Exo atom transfer radical cyclization reactions of 3-Butenyl 2-Iodoalkanoates[J]. J. Org. Chem.,2002,67(24):8481-8488.
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