Short enantioselective synthesis of (-)-chloramphenicol and (+)-thiamphenicol using tethered aminohydroxylation
| Title | Short enantioselective synthesis of (-)-chloramphenicol and (+)-thiamphenicol using tethered aminohydroxylation |
| Publication Type | Journal Article |
| Year of Publication | 2006 |
| Authors | George, S, Narina, SV, Sudalai, A |
| Journal | Tetrahedron |
| Volume | 62 |
| Issue | 43 |
| Pagination | 10202-10207 |
| Date Published | OCT |
| Type of Article | Article |
| ISSN | 0040-4020 |
| Keywords | asymmetric epoxidation, Asymmetric synthesis, Kinetic resolution, Tethered aminohydroxylation |
| Abstract | An efficient enantioselective synthesis of (-)-chloramphenicol (1) and (+)-thiamphenicol (2) is described. These antibiotics have been synthesized from commercially available 4-nitrobenzaldehyde and 4-(methylthio)benzaldehyde, respectively, using tethered amino-hydroxylation and Sharpless asymmetric epoxidation as the chirality inducing steps. (c) 2006 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tet.2006.08.019 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.645 |
Divison category:
Chemical Engineering & Process Development