Enantioselective synthesis of (S)-timolol via kinetic resolution of terminal epoxides and dihydroxylation of allylamines
| Title | Enantioselective synthesis of (S)-timolol via kinetic resolution of terminal epoxides and dihydroxylation of allylamines |
| Publication Type | Journal Article |
| Year of Publication | 2007 |
| Authors | Narina, SV, Sudalai, A |
| Journal | Tetrahedron |
| Volume | 63 |
| Issue | 14 |
| Pagination | 3026-3030 |
| Date Published | APR |
| Type of Article | Article |
| ISSN | 0040-4020 |
| Keywords | asymmetric reactions, diols, epoxides, Kinetic resolution, oxazolidinone |
| Abstract | An efficient enantioselective synthesis of (S)-timolol has been described using chiral Co-salen-catalyzed kinetic resolution of less expensive (+/-)-epichlorohydrin with 3-hydroxy-4-(N-morpholino)-1,2,5-thiadiazole in good overall yield (55%) and excellent enantioselectivity (98%). Synthesis of (S)-timolol has also been achieved using hydrolytic kinetic resolution as well as asymmetric dihydroxylation routes in 90% ee and 56% ee, respectively. (c) 2007 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tet.2007.01.057 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.645 |
Divison category:
Chemical Engineering & Process Development