Spiroketal-Based Diphosphine Ligands in Pd-Catalyzed Asymmetric Allylic Amination of Morita-Baylis-Hillman Adducts: Exceptionally High Efficiency and New Mechanism
文献类型：期刊论文
| 作者 | Wang XM(王晓明); Guo PH(郭沛骅); Han ZB(韩召斌); Wang XB(王旭斌); Wang Z(王正); Ding KL(丁奎岭) |
| 刊名 | J. Am. Chem. Soc.
 |
| 出版日期 | 2014 |
| 卷号 | 136期号:1页码:405-411 |
| 其他题名 | 螺缩酮骨架双膦配体与钯催化的Morita-Baylis-Hillman加合物的不对称烯丙基胺化: 超高效率和新反应机理 |
| 通讯作者 | 丁奎岭 |
| 英文摘要 | Exceptionally high activity (with a TON up to 4750) of the palladium complexes of SKP ligand was discovered in the catalysis of asymmetric allylic amination of MBH adducts with aromatic amines. A comprehensive mechanistic study indicates that the unique structural features of the SKP ligand, with a long P center dot center dot center dot P distance in its solid-state structure, were favorable for allowing two P atoms to play a bifunctional role in the catalysis. Herein, one of the P atom forms a C-P sigma-bond with the terminal carbon atom of allyl moiety as a Lewis base, and an alternative P atom coordinates to Pd atom. The cooperative action of organo- and organometallic catalysis discovered in the present catalytic system is most likely responsible for its high activity, as well as excellent regio- and enantioselectivities. The mechanism disclosed in the present catalytic system is distinct from most of the currently recognized mechanisms for Pd-catalyzed allylic substitutions. |
| 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/ja410707q |
| 语种 | 英语 |
| 源URL | [http://ir.sioc.ac.cn/handle/331003/39007]  |
| 专题 | 上海有机化学研究所_金属有机化学国家重点实验室 |
| 作者单位 | 中科院上海有机化学研究所 |
| 推荐引用方式 GB/T 7714 | Wang XM,Guo PH,Han ZB,et al. Spiroketal-Based Diphosphine Ligands in Pd-Catalyzed Asymmetric Allylic Amination of Morita-Baylis-Hillman Adducts: Exceptionally High Efficiency and New Mechanism[J]. J. Am. Chem. Soc.,2014,136(1):405-411. |
| APA | 王晓明,郭沛骅,韩召斌,王旭斌,王正,&丁奎岭.(2014).Spiroketal-Based Diphosphine Ligands in Pd-Catalyzed Asymmetric Allylic Amination of Morita-Baylis-Hillman Adducts: Exceptionally High Efficiency and New Mechanism.J. Am. Chem. Soc.,136(1),405-411. |
| MLA | 王晓明,et al."Spiroketal-Based Diphosphine Ligands in Pd-Catalyzed Asymmetric Allylic Amination of Morita-Baylis-Hillman Adducts: Exceptionally High Efficiency and New Mechanism".J. Am. Chem. Soc. 136.1(2014):405-411. |
入库方式： OAI收割
来源：上海有机化学研究所
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