Vijaya Ganesh, N. ; Jayaraman, N. (2007) Synthesis of septanosides through an oxyglycal route Journal of Organic Chemistry, 72 (15). pp. 5500-5504. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo070444e
Related URL: http://dx.doi.org/10.1021/jo070444e
Abstract
A new route to synthesize septanoside derivatives from protected 2-hydroxyglycals is reported. Ring expansion of a pyranoside to a septanoside was achieved through key reactions of a cyclopropanation, ring opening, oxidation, and reduction. Methyl septanoside derivatives, namely, methyl α-D-glycero-d-talo-septanoside and methyl α-D-glycero-l-altro-septanoside, were synthesized in an overall yield of 35% and 46%, respectively, from the corresponding protected 2-hydroxy glycals.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 66000 |
| Deposited On: | 20 Oct 2011 07:12 |
| Last Modified: | 20 Oct 2011 07:12 |
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