310-36-1Relevant academic research and scientific papers
Ethyl α-fluoro silyl enol ether: Stereoselective synthesis and its aldol reaction with aldehydes and ketones
Huang, Xiao-Ting,Chen, Qing-Yun
, p. 3231 - 3234 (2007/10/03)
Ethyl α-fluoro silyl enol ether is stereoselectively synthesized in high yield from inexpensive chlorofluoroacetate and Mg (or Zn) in DMF (or HMPA). Lewis acid promoted aldol reaction of this enol ether with aldehydes and ketones gives α-fluoro-β-hydroxy
Catalyzed reformatsky reactions with ethyl bromofluoroacetate for the synthesis of α-fluoro-β-hydroxy acids
Ocampo,Dolbier, Jr.,Abboud,Zuluaga
, p. 72 - 78 (2007/10/03)
The presence of catalytic amounts of CeCl3 improves yields and simplifies procedure in the Reformatsky reactions of ethyl bromofluoroacetate with aldehydes and ketones to generate diastereomeric mixtures of α-fluoro-β-hydroxy esters, some of which can be separated by crystallization or column flash chromatography. Diastereomerically pure α-fluoro-β-hydroxy acids are obtained by mild alkaline hydrolysis of the resolved α-fluoro-β-hydroxy esters. Detailed NMR data of new α-fluoro-β-hydroxy esters and α-fluoro-β-hydroxy acids are also presented.
