Abstract
In continuation of our interest in the synthesis of glycosidase inhibitors, we report herein an efficient synthesis of three new polyhydroxylated amino cyclohexane derivatives (aminocyclitols) that may potentially possess important biological activities. The key step involved the highly stereoselective dihydroxylation of protected azido cyclohexene derivatives 5, 9, and 15, which were easily red from D-(-)-quinic acid. The subsequent hydrogenation step was conducted under acidic conditions to provide the target molecules in an efficient manner with high overall yields.
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ACKNOWLEDGMENT
We gratefully acknowledge the National Science Council (NSC95-2113-M-032-004-MY3) and Tamkang University for financial support of this work. We also thank the National Center for High-Performing Computing for assistance.