Concise synthesis of (+)-deoxoprosophylline via Co(III)(salen)-catalyzed two stereocentered HKR of racemic azido epoxides
| Title | Concise synthesis of (+)-deoxoprosophylline via Co(III)(salen)-catalyzed two stereocentered HKR of racemic azido epoxides |
| Publication Type | Journal Article |
| Year of Publication | 2012 |
| Authors | Devalankar, DA, Sudalai, A |
| Journal | Tetrahedron Letters |
| Volume | 53 |
| Issue | 26 |
| Pagination | 3213-3215 |
| Date Published | JUN |
| ISSN | 0040-4039 |
| Keywords | Azido epoxide, Hydrolytic kinetic resolution, Piperidine, Wittig olefination |
| Abstract | An efficient synthesis of (+)-deoxoprosophylline has been achieved in high optical purity (99% ee) from readily available cis-2-butene-1,4-diol. The strategy employs Co-catalyzed Hydrolytic Kinetic Resolution (HKR) of two stereocentered racemic azido epoxides and diastereoselective intramolecular reductive cyclization as key reactions. (C) 2012 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tetlet.2012.04.067 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.397 |
Divison category:
Chemical Engineering & Process Development