New fluoride ion-catalyzed reaction of -alkylacetylenes with silyl enol ethers. An efficient route to -alkyl-substituted propargylic alcohols and α-hydroxy ketones |
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Authors: | Takashi Ishihara Yasuhiro Yamasaki Teiichi Ando |
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Institution: | Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Kyoto 606, Japan |
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Abstract: | Treatment of -alkylacetylenes, generated from 1--1- alkenephosphonates, with silyl enol ethers in the presence of a catalytic amount of tetrabutylammonium fluoride gives good yields of -alkyl-substituted propargyl alcohols or 4-(1--alkylidene)-1,3-dioxolane derivatives, the latter being converted to tie corresponding α-hydroxy ketones. |
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