Concise enantioselective syntheses of (+)-L-733,060 and (2S,3S)-3-hydroxypipecolicw acid by cobalt(III)(salen)-catalyzed two-stereocenter hydrolytic kinetic resolution of racemic azido epoxides
| Title | Concise enantioselective syntheses of (+)-L-733,060 and (2S,3S)-3-hydroxypipecolicw acid by cobalt(III)(salen)-catalyzed two-stereocenter hydrolytic kinetic resolution of racemic azido epoxides |
| Publication Type | Journal Article |
| Year of Publication | 2014 |
| Authors | Devalankar, DA, Chouthaiwale, PV, Sudalai, A |
| Journal | Synlett |
| Volume | 25 |
| Issue | 1 |
| Pagination | 102-104 |
| Date Published | JAN |
| Type of Article | Article |
| ISSN | 0936-5214 |
| Keywords | azides, cyclizations, epoxides, piperidines, stereoselective synthesis, Wittig reactions |
| Abstract | An efficient synthesis of the 2,3-disubstituted piperidines (+)-L-733,060 and (2S,3S)-3-hydroxypipecolic acid (99% ee) in high optical purity from commercially available starting materials is described. The strategy involves a cobalt-catalyzed hydrolytic kinetic resolution of a racemic azido epoxide with two stereocenters and an intramolecular reductive cyclization as key reactions. |
| DOI | 10.1055/s-0033-1340074 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.323 |
Divison category:
Chemical Engineering & Process Development