Synthesis of N-bridgehead heterocycles from saccharide benzimidazoles.

Carbohydr Res

Chemistry Department, Faculty of Science, Alexandria University, Alexandria, Egypt.

Published: February 2008

Treatment of D-arabino-tetritol-1-yl-benzimidazole with P-toluenesulfonyl chloride (1molequiv) in pyridine, afforded the N-bridgehead heterocycles, 2R,3R,4S-trihydroxy-1:2:3:4-tetrahydropyridino[1,2-a]benzimidazole. The structure of the latter compound was determined by acylation, (1)H, and (13)C NMR spectroscopy and mass spectrometry.

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http://dx.doi.org/10.1016/j.carres.2007.10.010DOI Listing

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