A Convenient Synthesis of Fluorine-Containing trans-1,2-Cyclopropane Derivatives from Semistabilized Arsonium Ylides

A Convenient Synthesis of Fluorine-Containing trans-1,2-Cyclopropane Derivatives from Semistabilized Arsonium Ylides

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摘要 The fluorine-containing trans-l,2-cyclopropane derivatives 4ba--4dd were synthesized from the fluorine-containing electron-deficient alkenes 3a--3d with semistabilized arsonium ylides 2b--2d, in biphasic system of dichloromethane-50% aqueous sodium hydroxide, generated in situ from the corresponding arsonium salts 1b-1d at room temperature in good yields with high stereoselectivity. The structure of fluorine-containing trans-1,2-cyclopropane derivatives were also studied. The fluorine-containing trans-l,2-cyclopropane derivatives 4ba--4dd were synthesized from the fluorine-containing electron-deficient alkenes 3a--3d with semistabilized arsonium ylides 2b--2d, in biphasic system of dichloromethane-50% aqueous sodium hydroxide, generated in situ from the corresponding arsonium salts 1b-1d at room temperature in good yields with high stereoselectivity. The structure of fluorine-containing trans-1,2-cyclopropane derivatives were also studied.

作者吴开成陈雅丽马旭燕曹卫国张慧陈杰

机构地区 Department of Chemistry Key Laboratory of Organofluorine Chemistry

出处《Chinese Journal of Chemistry》 SCIE CAS CSCD 2011年第12期2707-2712,共6页 中国化学（英文版）

基金 Project supported by the the National Natural Science Foundation of China （Nos. 20872086 and 20872088）, and the Project of Shanghai Municipal Education Commission （Nos. 09YZ19 and J50102）.

关键词 semistabilized arsonium ylide fluorine-containing cyclopropane derivative phase transfer catalysis STEREOSELECTIVITY semistabilized arsonium ylide, fluorine-containing cyclopropane derivative, phase transfer catalysis, stereoselectivity

分类号 O624.11 [理学—有机化学] O626.11 [理学—有机化学]

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Chinese Journal of Chemistry

2011年第12期

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A Convenient Synthesis of Fluorine-Containing trans-1,2-Cyclopropane Derivatives from Semistabilized Arsonium Ylides

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