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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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1629–1634, November, 2009.
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Trofimov, B.A., Oparina, L.A., Vysotskaya, O.V. et al. Highly effective stereoselective synthesis of vinyl ethers of 5-alkyl-2-(2-furyl)-5-hydroxymethyl-1,3-dioxanes. Chem Heterocycl Comp 45, 1308–1312 (2009). https://doi.org/10.1007/s10593-010-0426-0
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DOI: https://doi.org/10.1007/s10593-010-0426-0