74898-18-3Relevant academic research and scientific papers
Preparation de composes carbonyles α,β-ethyleniques α-fluores
Blanco, Luis,Rousseau, Gerard
, p. 455 - 462 (2007/10/02)
A method of preparation of α-fluoro α,β-ethylenic carbonyl compounds is described.This method is based on the addition of chlorofluorocarbene, generated at -70 deg C by the action of potassium tertiobutylate on dichlorofluoromethane, to enoxysilanes and a subsequent rearragement of the adducts.With the ketene acetals, α-fluoro α,β-ethylenic esters (or acids) were obtained in high yield by heating the intermediate cyclopropanes in the mixture methanol-triethylamine or in toluene.In the case of trimethylsilyl enol ethers, α-fluoro α,β-ethylenic aldehydes or ketones were obtained in excellent yield after hydrolysis of the siloxycyclopropanes into cyclopropanols and heating of these latter in a non polar solvent in the presence of a tertiary amine.
