Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1389497 | Carbohydrate Research | 2006 | 6 Pages |
Abstract
The Henry reaction with the easily available α-d-xylo-pentodialdose afforded a diastereomeric mixture of nitroaldoses with the α-d-gluco- and β-l-ido-configuration, respectively, in good yield. When n-BuLi was used as the base, the reaction afforded the α-d-gluco-nitroaldose as the only product. The reduction of the nitro group in the α-d-gluco- and β-l-ido-nitroaldoses, removal of the protecting groups and intramolecular reductive cyclo-amination afforded the corresponding (2S,3R,4R,5R) and (2S,3R,4R,5S) tetrahydroxyazepanes.
Related Topics
Physical Sciences and Engineering
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Authors
Chaitali Chakraborty, Dilip D. Dhavale,