HIGHLY EFFECTIVE STEREOSELECTIVE SYNTHESIS OF VINYL ETHERS OF 5-ALKYL-2-(2-FURYL)-5-HYDROXYMETHYL-1,3-DIOXANES

Authors

  • Б. А. Трофимов A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • Л. А. Опарина A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • О. В. Высоцкая A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • А. В. Степанов A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • Н. К. Гусарова A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033

DOI:

https://doi.org/10.1007/6436

Keywords:

acetylene, vinyl ethers, triols, furfural, cycloacetals

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%.

How to Cite
Trofimov, B. A.; Oparina, L. A.; Vysotskaya, O. V.; Stepanov, A. V.;
Gusarova, N. K. Chem. Heterocycl. Compd. 2009, 45, 1308. [Khim. Geterotsikl. Soedin. 2009, 1629.]

For this article in the English edition see DOI 10.1007/s10593-010-0426-0

 

 

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Published

2021-10-01

Issue

No. 11 (2009)

Section

Original Papers