Synthesis of Fluoroalkylated Allylic-[beta]-hydroxyesters and Fluoroalkylated [beta],[gamma]-Epoxy Esters from Ethyl 3-Hydroxy-4-pentenoate

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 [beta]-hydroxy esters in the presence of triethylamine. And intramolecular SN2 r...

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Veröffentlicht in:Chinese journal of chemistry 2011-12, Vol.29 (12), p.2669
Hauptverfasser: Fang, Xiang, Xiong, Ying, Wang, Qiong, Zhao, Min, Wu, Fanhong
Format: Artikel
Sprache:eng
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Zusammenfassung: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 [beta]-hydroxy esters in the presence of triethylamine. And intramolecular SN2 reaction products, fluoroalkylated [beta],[gamma]-epoxy esters, were obtained in 10% aqueous sodium carbonate solution.
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.201180437