140176-75-6Relevant articles and documents
Spectroscopic Evidence for a Spirooxirane Intermediate in the Synthesis of 4-(Hydroxymethyl)-2-thiazole
Johnson, Ross A.,Moder, Kenneth P.,Ward, Timothy L.
, p. 2869 - 2872 (1992)
The synthesis of 4-(hydroxymethyl)thiazole derivatives from the corresponding 4-(chloromethyl)-4-hydroxythiazole derivatives have been speculated to proceed through spirooxirane intermediates.NMR spectroscopy was used to provide evidence for the existence of such an intermediate in the synthesis of 4-(hydroxymethyl)-2-thiazole.Experimental conditions for the optimum formation and stabilization of a suspect intermediate were determined and spectral data obtained to support the speculated structure.Comparison were made between couplings constants predicted in molecular models and the experimental data.