Enantioselective synthesis of (+)-alpha-conhydrine and (-)-sedamine by L-proline-catalysed alpha-aminooxylation
| Title | Enantioselective synthesis of (+)-alpha-conhydrine and (-)-sedamine by L-proline-catalysed alpha-aminooxylation |
| Publication Type | Journal Article |
| Year of Publication | 2010 |
| Authors | Shaikh, TMahamadali, Sudalai, A |
| Journal | European Journal of Organic Chemistry |
| Issue | 18 |
| Pagination | 3437-3444 |
| Date Published | JUN |
| ISSN | 1434-193X |
| Keywords | alkaloids, Amino acids, Aminooxylation, Enantioselectivity, organocatalysis |
| Abstract | An efficient organocatalytic approach to the enantioslective synthesis of two important piperidine alkaloids, namely (+)-alpha-conhydrine (98% ee) and (-)-sedamine (95% ee), by L-proline-catalysed alpha-aminooxylation of aldehydes has been developed. The strategy involves an intramolecular cyclization to construct the piperidine core. |
| DOI | 10.1002/ejoc.201000169 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.206 |
Divison category:
Organic Chemistry