NEW FLUORIDE ION-CATALYZED REACTION OF F-ALKYLACETYLENES WITH SILYL ENOL ETHERS. AN EFFICIENT ROUTE TO F-ALKYL-SUBSTITUTED PROPAPGYLIC ALCOHOLS AND α-HYDROXY KETONES

Article abstract of DOI:10.1016/S0040-4039(00)98472-7

Treatment of F-alkylacetylenes, generated in situ from 1H-F-1-alkenephosphonates, with silyl enol ethers in the presence of a catalytic amount of tetrabutylammonium fluoride gives good yields of F-alkyl-substituted propargyl alcohols or 4-(1H-F-alkylidene)-1,3-dioxolane derivatives, the latter being converted to the corresponding α-hydroxy ketones.