427-31-6Relevant academic research and scientific papers
Catalyst free synthesis of α-fluoro-β-hydroxy ketones/α-fluoro-ynols via electrophilic fluorination of tertiary propargyl alcohols using Selectfluor (F-TEDA-BF4)
Naveen, Naganaboina,Balamurugan, Rengarajan
, p. 2063 - 2072 (2017)
A facile method for the synthesis of α-fluoro-β-hydroxy ketones/α-fluoro-ynols from tertiary propargyl alcohols under electrophilic fluorination conditions using F-TEDA-BF4 has been presented. The products bear pharmaceutically important α-fluoro ketone, gem-diaryl and fluorohydrin moieties in the same molecule. Interestingly, this catalyst free protocol results in monofluorination.
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.
