Ramana, C. V. ; Mallik, Rosy ; Gonnade, Rajesh G. ; Gurjar, Mukund K. (2006) Palladium mediated cycloisomerization of sugar alkynols: Synthesis of cyclic enol-ethers and spiroketals Tetrahedron Letters, 47 (22). pp. 3649-3652. ISSN 0040-4039
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2006.03.143
Abstract
Functionalized bicyclic enol-ethers and spiroketals are prepared by Pd catalyzed cycloisomerization of 3-C-alkynylfuranosyl derivatives. Cycloisomerization of differently substituted alkyne derivatives revealed a preference for 6-endo-dig cyclization over 5-exo-dig if the substituent is not sufficiently electron withdrawing. The scope of these cycloisomerizations has been further extended by integrating with conjugate addition.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Palladium; Cycloisomerization; C-Alkynylfuranose; Spiroketal; Enol-Ether |
| ID Code: | 106159 |
| Deposited On: | 01 Feb 2018 16:57 |
| Last Modified: | 01 Feb 2018 16:57 |
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