Synthesis of Fluoroalkylated Allylic-β-hydroxyesters and Fluoroalkylated ,β,γ-Epoxy Esters from Ethyl 3-Hydroxy-4-pentenoate  

Synthesis of Fluoroalkylated Allylic-β-hydroxyesters and Fluoroalkylated ,β,γ-Epoxy Esters from Ethyl 3-Hydroxy-4-pentenoate

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作  者:方向 熊英 王琼 赵敏 吴范宏 

机构地区:[1]Laboratory for Advanced Material and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China [2]School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 200235, China

出  处:《Chinese Journal of Chemistry》2011年第12期2669-2674,共6页中国化学(英文版)

基  金:project supported by the National Natural Science Foundation of China (NNSFC) (Nos. 20972050, 21172148).

摘  要:A sequential transformation of fluoroalkylated adducts obtained from ethyl 3-hydroxy-4-pentenoate with fluorinated iodides was reported. The dehydrohalogenation of adducts was favored to give fluoroalkylated unsaturated β-hydroxy esters in the presence of triethylamine. And intramolecular SN42 reaction products, fluoroalkylated β,γ-epoxy esters, were obtained in 10% aqueous sodium carbonate solution.A sequential transformation of fluoroalkylated adducts obtained from ethyl 3-hydroxy-4-pentenoate with fluorinated iodides was reported. The dehydrohalogenation of adducts was favored to give fluoroalkylated unsaturated β-hydroxy esters in the presence of triethylamine. And intramolecular SN42 reaction products, fluoroalkylated β,γ-epoxy esters, were obtained in 10% aqueous sodium carbonate solution.

关 键 词:ethyl 3-hydroxy-4-pentenoate fluoroalkylated allylic-β-hydroxyesters fluoroalkylated β γ-epoxy esters 

分 类 号:TQ225.4[化学工程—有机化工] S379.5[农业科学—农产品加工]

 

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