The α‐keto esters (I) react with SP4 in the presence of catalytic amounts of HF ‐ from SF4 and H2O ‐ to form the products (II) by conversion of the ester carbonyl group to a CF; group.
ChemInform Abstract The reaction between the polyfluoroalkylketo esters (I) and acetone (II) proceeds under mild conditions and regioselectively at the 2-keto function to afford the methyl 2-hydroxy-2-fluoroalkyl-4-oxovalerates (III). The polyfluoroalkylketo acid hydrates (IV), which in contrast to their parent keto acids are stable compounds, do not react at all with (II). This is probably due to the fact that hydroxy and carboxyl groups are present, which prevents the formation of carbanions from acetone.
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