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New fluoride ion-catalyzed reaction of f-alkylacetylenes with silyl enol ethers. An efficient route to f-alkyl-substituted propargylic alcohols and α-hydroxy ketones
Authors:Takashi Ishihara  Yasuhiro Yamasaki  Teiichi Ando
Institution:Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Kyoto 606, Japan
Abstract:Treatment of F-alkylacetylenes, generated insitu 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 tie corresponding α-hydroxy ketones.
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