Isochroman- and 1,3-dihydroisobenzofuran-annulation on carbohydrate templates via [2+2+2]-cyclotrimerization and synthesis of some tricyclic nucleosides
| Title | Isochroman- and 1,3-dihydroisobenzofuran-annulation on carbohydrate templates via [2+2+2]-cyclotrimerization and synthesis of some tricyclic nucleosides |
| Publication Type | Journal Article |
| Year of Publication | 2010 |
| Authors | Suryawanshi, SB, Dushing, MP, Gonnade, RG, Ramana, CV |
| Journal | Tetrahedron |
| Volume | 66 |
| Issue | 32 |
| Pagination | 6085-6096 |
| Date Published | AUG |
| ISSN | 0040-4020 |
| Keywords | Dihydroisobenzofuran, Dihydroisobenzopyran, Modified nucleosides, Vorbruggen reaction, [2+2+2] cyclotrimerization |
| Abstract | The synthesis of enantiopure tricyclic systems comprising isochroman or dihydroisobenzofuran units integrated with sugar templates has been documented. The alkyne cylotrimerization reaction has been employed with easily accessible sugar diynes for the key bicyclic ring construction and thus a provision to alter the functional groups on the newly formed aromatic rings. By selecting two representative trimerization products, we have synthesized the tricyclic nucleosides by simple synthetic manipulations. (c) 2010 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tet.2010.06.011 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.011 |
Divison category:
Organic Chemistry