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Highly effective stereoselective synthesis of vinyl ethers of 5-alkyl-2-(2-furyl)-5-hydroxymethyl-1,3-dioxanes
Authors:B A Trofimov  L A Oparina  O V Vysotskaya  A V Stepanov  N K Gusarova
Institution:1.A. E. Favorsky Irkutsk Institute of Chemistry,Siberian Branch of the Russian Academy of Sciences,Irkutsk,Russia
Abstract:The vinylation of cis-5-alkyl-5-hydroxymethyl-2-(2-furyl)-1,3-dioxanes in the KOH–DMSO system in acetylene at atmospheric or elevated pressures (85-100°C, 3 h) takes place stereoselectively and leads to the formation of cis-5-alkyl-2-(2-furyl)-5-vinyloxymethyl-1,3-dioxanes with yields of up to 93%.
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