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    Reaction of internal fluoroolefin oxides with camphor thiosemicarbazone [Electronic resource] / L. V. Saloutina, A. Ya. Zapevalov, M. I. Kodess, V. I. Saloutin, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2001. - Vol. 37, № 11. - P1522-1527. - Bibliogr. : p. 1527 (9 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
OXIDES -- FLUOROOLEFIN OXIDES -- CAMPHOR THIOSEMICARBAZONE -- DERIVATIVES -- EPOXY DERIVATIVES
Аннотация: Epoxy derivatives of internal fluoroolefins (both cis and trans isomers) react in a stereospecific manner with (1S)-or rac-camphor thiosemicarbazone in a polar aprotic medium to give the corresponding 5-fluoro-4-hydroxy-4,5-bis(polyfluoroalkyl)thiazol-2-ylhydrazones. From unsymmetrical 2,3-epoxydodeca-fluorohexane a mixture of regioisomeric hydrazones is formed. According to the 1H and 19F NMR data, the resulting trans-hydrazones in (CD3)2SO and CDCl3 exist as mixtures of diastereoisomers occurring in a dynamic equilibrium.

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