Bhattacharya, Rahul ; Atta, Ananta Kumar ; Dey, Debanjana ; Pathak, Tanmaya (2009) Densely functionalized chiral pyrroles from endocyclic, exocyclic, and acyclic vinyl sulfone-modified carbohydrates The Journal of Organic Chemistry, 74 (2). pp. 669-674. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo801948m
Related URL: http://dx.doi.org/10.1021/jo801948m
Abstract
A wide range of vinyl sulfone-modified carbohydrates have been prepared as starting materials for the synthesis of polysubstituted chiral pyrroles. All these vinyl sulfones reacted efficiently with ethylisocyanoacetate to generate a plethora of new pyrrole derivatives. Furanosyl rings opened up during pyrrole synthesis, and pyranosyl rings were opened up by reacting the pyrrole with POCl3/DMF. This paper also reports one of the most efficient and practical routes for the synthesis of β-substituted pyrroles.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 104098 |
| Deposited On: | 17 Mar 2017 10:27 |
| Last Modified: | 17 Mar 2017 10:27 |
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