Vijaya Ganesh, N. ; Raghothama, S. ; Sonti, R. ; Jayaraman, N. (2010) Ring expansion of oxyglycals. Synthesis and conformational analysis of septanoside-containing trisaccharides Journal of Organic Chemistry, 75 (1). pp. 215-218. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo901945e
Related URL: http://dx.doi.org/10.1021/jo901945e
Abstract
Oxyglycals, derived from lactose and maltose, were expanded to trisaccharides through a ring expansion method. Trisaccharides with 6-7-5 and 6-7-6 ring sizes were prepared through the ring expansion method, with high diastereoselectivities, in each step of their synthesis. The NOE and ROESY NMR spectroscopies were used to assess the dipolar couplings within the trisaccharide. A computational study was undertaken, from which low energy conformations, as well as, dihedral angles that define the glycosidic linkages were identified.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 66003 |
| Deposited On: | 20 Oct 2011 07:13 |
| Last Modified: | 20 Oct 2011 07:13 |
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