Short enantioselective synthesis of ephedrine, amphetamine and their analogues via two stereocentered Co(III)-catalyzed hydrolytic kinetic resolution of racemic syn-benzyloxy epoxide
| Title | Short enantioselective synthesis of ephedrine, amphetamine and their analogues via two stereocentered Co(III)-catalyzed hydrolytic kinetic resolution of racemic syn-benzyloxy epoxide |
| Publication Type | Journal Article |
| Year of Publication | 2015 |
| Authors | Lalwani, KG, Sudalai, A |
| Journal | Tetrahedron Letters |
| Volume | 56 |
| Issue | 46 |
| Pagination | 6488-6490 |
| Date Published | NOV |
| ISSN | 0040-4039 |
| Keywords | Amphetamine, Cationic hydrogenation, Hydrolytic kinetic resolution, Phenethylamine, Stereogenic centers |
| Abstract | An efficient route for the synthesis of 6 drugs belonging to phenethylamine and amphetamine classes in excellent overall yields and high optical purity has been described. The strategy involves introduction of stereogenic centers by means of two-stereocentered Co(III)-catalyzed hydrolytic kinetic resolution (HKR) of racemic syn-benzyloxy epoxide followed by Pd-catalyzed regioselective cationic hydrogenation of amino alcohols as the key reactions. (C) 2015 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tetlet.2015.10.010 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.347 |
Divison category:
Chemical Engineering & Process Development