Palladium mediated cycloisomerization of sugar alkynols: synthesis of cyclic enol-ethers and spiroketals
| Title | Palladium mediated cycloisomerization of sugar alkynols: synthesis of cyclic enol-ethers and spiroketals |
| Publication Type | Journal Article |
| Year of Publication | 2006 |
| Authors | Ramana, CV, Mallik, R, Gonnade, RG, Gurjar, MK |
| Journal | Tetrahedron Letters |
| Volume | 47 |
| Issue | 22 |
| Pagination | 3649-3652 |
| Date Published | MAY |
| Type of Article | Article |
| ISSN | 0040-4039 |
| Keywords | c-alkynylfuranose, cycloisomerization, enol-ether, Palladium, Spiroketal |
| 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. (c) 2006 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tetlet.2006.03.143 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.347 |
Divison category:
Physical and Materials Chemistry