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学科主题: 氟化学
题名: Stereocontrolled synthesis of trifluoromethylated (E)-or(Z)-ynenyl sulfones via sequential transformations
其他题名: 立体控制地合成三氟甲基(E〕-或(Z〕-烯炔基砜通过系列转换反应
作者: Shen YC(沈延昌) ; Wang GP(王国平) ; Sun J(孙杰)
通讯作者: 沈延昌
刊名: J. Chem. Soc.-Perkin Trans. 1
发表日期: 2001-01-01
期: 5, 页:519-522
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所金属有机化学开放实验室
英文摘要: Diethyl 1-(phenylsulfonyl)ethylphosphonate 1 was treated with n-butylithium in tertrahydrofuran (THF) at -78℃ and the resulting carbanion 2 reacted with trifluoroacetic anhydride to give the trifluoroacylated phosphonate 3. Without isolation, 3 was attacked by lithium acetylides and elimination of phosphate anion afforded trifluoromethylated (Z)-ynenyl sulfones (Z_$) in 57-76% yields, while treatment of 3 with acetylenic Grignard reagents gave trifluoromethylated (E)-ynenyl sulfones (E-4) in 45-54% yields. The configuration of the products could be ascertained on the basis of the crystal structure. A possible mechanism for the explanation of sterochemical results in proposed.
语种: 英语
相关网址: 查看原文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/16977
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Shen YC,Wang GP,Sun J. Stereocontrolled synthesis of trifluoromethylated (E)-or(Z)-ynenyl sulfones via sequential transformations[J]. J. Chem. Soc.-Perkin Trans. 1,2001(5):519-522.
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