SYNTHESIS AND STEREOISOMERIZATION OF 2-(1-ALKOXYIMINO-2,2,2-TRIFLUOROETHYL)-5-TRIMETHYLSILYLFURANS

Authors

  • Ю. Мельник Latvian Institute of Organic Synthesis, Riga
  • М. Ворона Latvian Institute of Organic Synthesis, Riga
  • Г. Вейнберг Latvian Institute of Organic Synthesis, Riga
  • Ю. Попелис Latvian Institute of Organic Synthesis, Riga
  • Л. Игнатович Latvian Institute of Organic Synthesis, Riga
  • Э. Лукевиц Latvian Institute of Organic Synthesis, Riga

DOI:

https://doi.org/10.1007/8270

Keywords:

2-(1-alkoxyimino-2, 2, 2-trifluoroethyl)-5-trimethylsilylfurans, syn, anti stereoisomerism, 1H, 19F spectroscopy

Abstract

2-(1-Alkoxyimino-2,2,2-trifluoroethyl)-5-trimethylsilylfurans were synthesized by the condensation of 2-(trifluoroacetyl)-5-trimethylsilylfuran with alkoxyamines. According to  1H and  19F NMR spectroscopic data, the alkoxyimino group in the  E-isomers descreens  the H-3 and H-4 protons of the furan ring more strongly than in the Z-isomers, shifting their signals downfield. The fluorine atoms  of the  α-trifluoromethyl  group in the Z-isomer are characterized by a downfield shift in relation to the E-isomer.

How to Cite
Melnik, Yu.; Vorona, M.; Veinberg, G.; Popelis, J.; Ignatovich, L.; Lukevics, E.  Chem. Heterocycl. Compd. 2005, 41, 718. [Khim. Geterotsikl. Soedin. 2005, 834.]

For this article in the English edition, see DOI 10.1007/s10593-005-0211-7

 

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Published

2023-11-07

Issue

No. 6 (2005)

Section

Original Papers