Formal synthesis of valiolamine from myo-inositol
| Title | Formal synthesis of valiolamine from myo-inositol |
| Publication Type | Journal Article |
| Year of Publication | 2011 |
| Authors | Jagdhane, RC, Shashidhar, MS |
| Journal | Tetrahedron |
| Volume | 67 |
| Issue | 41 |
| Pagination | 7963-7970 |
| Date Published | OCT |
| ISSN | 0040-4020 |
| Keywords | Amino sugar, Carbohydrate, Cyclitol, Inositol, Natural product, Valiolamine |
| Abstract | An efficient formal synthesis of racemic valiolamine starting from readily available myo-inositol is reported. In all the synthetic steps only one regioisomer is formed, which circumvents laborious purification of products. Regioselective benzylation of myo-inositol orthoformate, super-hydride mediated deoxygenation of a cyclitol derivative and stereoselective addition of dichloromethyllithium to an inosose are the key reactions in the synthesis. (C) 2011 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tet.2011.08.027 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.04 |
Divison category:
Organic Chemistry