Synthesis of 1,2,3-triazole and 1,2,3,4-tetrazole-fused glycosides and nucleosides by an intramolecular 1,3-dipolar cycloaddition reaction.
نویسندگان
چکیده
Various 1,2,3-triazole and 1,2,3,4-tetrazole fused multi-cyclic compounds were synthesized from carbohydrate derived azido-alkyne and azido-cyanide substrates. The acid sensitive 1,2-O-isopropylidene group of the furanosyl sugar was utilized for diversification to glycosides and nucleosides under Fischer glycosidation and Vorbruggen's conditions, respectively.
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1,3-dipolar cycloaddition reaction of 1 mol or 2 mol of dibenzalaceton with 1 mol of non-stabilized azomethinylides generated in situ by decarboxylative condensation of isatin and proline or sarcosine give the novel new spiro-oxindolo(pyrrolizidines/ pyrrolidines) instead of bis-spirooxindolo( pyrrolizidines/ pyrrolidines).
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ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 6 4 شماره
صفحات -
تاریخ انتشار 2008