On the 6-Exo atom transfer radical cyclization reactions of 3-Butenyl 2-Iodoalkanoates
文献类型:期刊论文
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) |
刊名 | J. Org. Chem.
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出版日期 | 2002 |
卷号 | 67期号:24页码:8481-8488 |
ISSN号 | 0022-3263 |
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 |
通讯作者 | 李超忠 |
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. |
学科主题 | 有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1021/jo026381b |
语种 | 英语 |
WOS记录号 | WOS:000179509400025 |
公开日期 | 2013-03-04 |
源URL | [http://202.127.28.38/handle/331003/22778] ![]() |
专题 | 上海有机化学研究所_中科院天然产物有机化学重点实验室 |
推荐引用方式 GB/T 7714 | 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. |
APA | 房欣罡.,夏海容.,于辉.,董喜成.,陈敏伯.,...&李超忠.(2002).On the 6-Exo atom transfer radical cyclization reactions of 3-Butenyl 2-Iodoalkanoates.J. Org. Chem.,67(24),8481-8488. |
MLA | 房欣罡,et al."On the 6-Exo atom transfer radical cyclization reactions of 3-Butenyl 2-Iodoalkanoates".J. Org. Chem. 67.24(2002):8481-8488. |
入库方式: OAI收割
来源:上海有机化学研究所
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