Co-catalyzed reductive cyclization of azido and cyano substituted alpha,beta-unsaturated esters with NaBH4: enantioselective synthesis of (R)-baclofen and (R)-rolipram
| Title | Co-catalyzed reductive cyclization of azido and cyano substituted alpha,beta-unsaturated esters with NaBH4: enantioselective synthesis of (R)-baclofen and (R)-rolipram |
| Publication Type | Journal Article |
| Year of Publication | 2006 |
| Authors | Paraskar, AS, Sudalai, A |
| Journal | Tetrahedron |
| Volume | 62 |
| Issue | 20 |
| Pagination | 4907-4916 |
| Date Published | MAY |
| Type of Article | Article |
| ISSN | 0040-4020 |
| Keywords | Asymmetric synthesis, cobalt chloride, gamma and delta-lactams, reduction, sodium borohydride |
| Abstract | Sodium borohydride in combination with a catalytic amount of CoCl, has been found to be an excellent catalytic system in reductive cyclizations of suitably substituted azido and cyano groups of alpha,beta-unsaturated esters to afford gamma and delta-lactams in high yields. The process has been demonstrated for the enantioselective synthesis of (R)-baclofen, (R)-rolipram, and (R)-4-fluorophenylpiperidinone, a key intermediate for (-)-paroxetine. (c) 2006 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tet.2006.03.017 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.645 |
Divison category:
Chemical Engineering & Process Development