Stereoselective approach to 2,6-disubstituted piperidin-3-ol: synthesis of (-)-deoxoprosopinine and (+)-deoxoprosophylline
| Title | Stereoselective approach to 2,6-disubstituted piperidin-3-ol: synthesis of (-)-deoxoprosopinine and (+)-deoxoprosophylline |
| Publication Type | Journal Article |
| Year of Publication | 2014 |
| Authors | Jha, V, Kauloorkar, SVandana, Kumar, P |
| Journal | European Journal of Organic Chemistry |
| Issue | 22 |
| Pagination | 4897-4902 |
| Date Published | AUG |
| ISSN | 1434-193X |
| Keywords | alkaloids, Amination, Amino alcohols, synthetic methods, Wittig reactions |
| Abstract | A simple and highly efficient approach to an enantioenriched 2,6-disubstituted piperidin-3-ol skeleton is developed from an aldehyde as a starting material by using organocatalytic and asymmetric dihydroxylation as the key steps. Its application to the total synthesis of (-)-deoxoprosopinine and (+)-deoxoprosophylline is also reported. |
| DOI | 10.1002/ejoc.201402363 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.13 |
Divison category:
Organic Chemistry