Generation of Allenic/Propargylic Zirconium Complexes and Subsequent Cross-Coupling Reactions: A Facile Synthesis of Multisubstituted Allenes
文献类型：期刊论文
| 作者 | Zhang H(张豪) ; Fu XP(付晓平) ; Chen JJ(陈敬金) ; Wang EJ(王二娟) ; Liu YH(刘元红) ; Li YX(李玉学) |
| 刊名 | J. Org. Chem.
 |
| 出版日期 | 2009 |
| 卷号 | 74期号:24页码:9351-9358 |
| ISSN号 | 0022-3263 |
| 其他题名 | 联烯基/炔丙基锆的形成及其偶联反应：多取代联烯的便利合成法研究 |
| 通讯作者 | 刘元红 ; 李玉学 |
| 英文摘要 | The beta-alkoxide elimination reaction of propargylic ether with Negishi reagent leads to allenes and/or alkynes after hydrolysis. The product distribution is highly dependent on the substitution pattern of starting propargylic ethers; that is, aryl- or alkyl-substituted propargylic ethers favor the allene products, whereas TMS-substituted propargylic ethers afford alkynes. DFT calculations revealed that both the large steric effectand the beta-effect of the TMS group favor the alkyne products, reversing the selectivity. Subsequent coupling reactions of the allenic/propargylic zirconium intermediates with aryl iodides in the presence of Pd(PPh3)(4)/CuCl provide it straightforward route for the synthesis of multisubstituted allenes. |
| 学科主题 | 金属有机化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1021/jo9020419 |
| 语种 | 英语 |
| WOS记录号 | WOS:000272462100013 |
| 公开日期 | 2013-03-11 |
| 源URL | [http://202.127.28.38/handle/331003/24281]  |
| 专题 | 上海有机化学研究所_金属有机化学国家重点实验室 |
| 推荐引用方式 GB/T 7714 | Zhang H,Fu XP,Chen JJ,et al. Generation of Allenic/Propargylic Zirconium Complexes and Subsequent Cross-Coupling Reactions: A Facile Synthesis of Multisubstituted Allenes[J]. J. Org. Chem.,2009,74(24):9351-9358. |
| APA | 张豪,付晓平,陈敬金,王二娟,刘元红,&李玉学.(2009).Generation of Allenic/Propargylic Zirconium Complexes and Subsequent Cross-Coupling Reactions: A Facile Synthesis of Multisubstituted Allenes.J. Org. Chem.,74(24),9351-9358. |
| MLA | 张豪,et al."Generation of Allenic/Propargylic Zirconium Complexes and Subsequent Cross-Coupling Reactions: A Facile Synthesis of Multisubstituted Allenes".J. Org. Chem. 74.24(2009):9351-9358. |
入库方式： OAI收割
来源：上海有机化学研究所
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