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Synthesis of Fluoroalkylated Allylic‐ β ‐hydroxyesters and Fluoroalkylated β , γ ‐Epoxy Esters from Ethyl 3‐Hydroxy‐4‐pentenoate
Author(s) -
Fang Xiang,
Xiong Ying,
Wang Qiong,
Zhao Min,
Wu Fanhong
Publication year - 2011
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201180437
Subject(s) - chemistry , adduct , triethylamine , dehydrohalogenation , medicinal chemistry , organic chemistry , catalysis
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 S N 2 reaction products, fluoroalkylated β , γ ‐epoxy esters, were obtained in 10% aqueous sodium carbonate solution.