Spontaneous Resolution of Julia-Kocienski Intermediates Facilitates Phase Separation to Produce Z- and E-Monofluoroalkenes
文献类型：期刊论文
| 作者 | Zhao YC(赵延川); Jiang FZ(姜範洲); Hu JB(胡金波) |
| 刊名 | J. Am. Chem. Soc.
 |
| 出版日期 | 2015 |
| 卷号 | 137期号:15页码:5199-5203 |
| 其他题名 | 以Julia-Kocienski成烯反应中间体自拆分所促进的液-液相分离来制备顺式和反式单氟烯烃 |
| 通讯作者 | 胡金波 |
| 英文摘要 | The monofluoroalkene motif is important in drug development as it serves as a peptide bond isostere and is found in a number of biologically active compounds with various pharmacological activities. Direct olefination of carbonyl compound is a straightforward way to prepare monofluoroalkenes; however, these methods often result in a mixture of Z- and E-isomers that cannot be easily separated. We discovered a unique spontaneous resolving reaction that simultaneously addresses the problems in the synthesis and separation of Z- and E-monofluoroalkenes. The reaction is accompanied by a highly efficient spontaneous kinetic resolution and phase labeling of monofluoroalkene precursors which allows the separation of Z- and E-monofluoroalkenes by liquid-liquid extraction. The application of the method is demonstrated by the synthesis and separation of potential anticancer agents, which are inseparable by HPLC. |
| 学科主题 | 氟化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1021/jacs.5b02112 |
| 语种 | 英语 |
| WOS记录号 | WOS:000353606700054 |
| 源URL | [http://ir.sioc.ac.cn/handle/331003/39723]  |
| 专题 | 上海有机化学研究所_中科院有机氟化学重点实验室 |
| 作者单位 | 中科院上海有机化学研究所, 有机氟化学重点实验室 |
| 推荐引用方式 GB/T 7714 | Zhao YC,Jiang FZ,Hu JB. Spontaneous Resolution of Julia-Kocienski Intermediates Facilitates Phase Separation to Produce Z- and E-Monofluoroalkenes[J]. J. Am. Chem. Soc.,2015,137(15):5199-5203. |
| APA | 赵延川,姜範洲,&胡金波.(2015).Spontaneous Resolution of Julia-Kocienski Intermediates Facilitates Phase Separation to Produce Z- and E-Monofluoroalkenes.J. Am. Chem. Soc.,137(15),5199-5203. |
| MLA | 赵延川,et al."Spontaneous Resolution of Julia-Kocienski Intermediates Facilitates Phase Separation to Produce Z- and E-Monofluoroalkenes".J. Am. Chem. Soc. 137.15(2015):5199-5203. |
入库方式： OAI收割
来源：上海有机化学研究所
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