Enantioselective synthesis of (-)-cytoxazone and (+)-epi-cytoxazone, novel cytokine modulators via sharpless asymmetric epoxidation and L-proline catalyzed mannich reaction
| Title | Enantioselective synthesis of (-)-cytoxazone and (+)-epi-cytoxazone, novel cytokine modulators via sharpless asymmetric epoxidation and L-proline catalyzed mannich reaction |
| Publication Type | Journal Article |
| Year of Publication | 2006 |
| Authors | Paraskar, AS, Sudalai, A |
| Journal | Tetrahedron |
| Volume | 62 |
| Issue | 24 |
| Pagination | 5756-5762 |
| Date Published | JUN |
| Type of Article | Article |
| ISSN | 0040-4020 |
| Keywords | aminohydroxylation, Asymmetric synthesis, epoxidation, Mannich reaction, Oxidation, Ozonolysis |
| Abstract | A short and efficient enantioselective synthesis of (-)-cytoxazone and its stereoisomer (+)-epi-cytoxazone, novel cytokine modulators, has been described with good yield and enantioselectivity. Ti-catalyzed Sharpless asymmetric epoxidation of allyl alcohol and L-proline catalyzed three-component Mannich reaction constitute the key steps in introducing stereogenicity into the molecule. (c) 2006 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tet.2006.03.079 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.645 |
Divison category:
Chemical Engineering & Process Development