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学科主题: 氟化学
题名: Spontaneous Resolution of Julia-Kocienski Intermediates Facilitates Phase Separation to Produce Z- and E-Monofluoroalkenes
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
作者: Zhao YC(赵延川); Jiang FZ(姜範洲); Hu JB(胡金波)
通讯作者: 胡金波
刊名: J. Am. Chem. Soc.
发表日期: 2015
DOI: 10.1021/jacs.5b02112
卷: 137, 期:15, 页:5199-5203
收录类别: SCI
文章类型: 论文
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.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000353606700054
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/39723
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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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

Recommended Citation:
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.
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