Concise enantioselective synthesis of naturally active (S)-3-hydroxypiperidine
| Title | Concise enantioselective synthesis of naturally active (S)-3-hydroxypiperidine |
| Publication Type | Journal Article |
| Year of Publication | 2015 |
| Authors | Dey, S, Karabal, PU, Sudalai, A |
| Journal | Synthetic Communications |
| Volume | 45 |
| Issue | 13 |
| Pagination | 1559-1565 |
| Date Published | APR |
| ISSN | 0039-7911 |
| Keywords | Asymmetric synthesis, bioactivity, Enantioselectivity, Natural products, organocatalysis |
| Abstract | A short and efficient enantioselective synthesis of natural product (S)-3-hydroxypiperidine has been achieved starting from commercially available raw materials employing two catalytic routes: (i) cocatalyzed hydrolytic kinetic resolution (HKR) of racemic methyl-3-(oxiran-2-yl)propanoate; (ii) proline-catalyzed -aminooxylation followed by Horner-Wardsworth-Emmons olefination in high enantiomeric purity (97% ee) and high overall yield (38%). |
| DOI | 10.1080/00397911.2015.1033428 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 1.065 |
Divison category:
Chemical Engineering & Process Development