A synthesis of a series of C-nucleoside analogues is described starting from readily available hexulasonic acid derived from fructose. The construction of imidazole-pyridine and -pyrimidine heterocycles under mild conditions is described for five derivatives. 13C N.m.r. analysis of one product shows equilibrium between anomeric furanose and pyranose forms, depending upon the solvent.
Y. Chapleur and B. Castro, J. Chem. Soc., Perkin Trans. 1, 1980, 2683 DOI: 10.1039/P19800002683
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