Stereoselective synthesis of subincanadine alkaloids framework
| Title | Stereoselective synthesis of subincanadine alkaloids framework |
| Publication Type | Journal Article |
| Year of Publication | 2019 |
| Authors | Kalshetti, MG, Argade, NP |
| Journal | Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry |
| Volume | 58 |
| Issue | 6 |
| Pagination | 669-673 |
| Date Published | JUN |
| Type of Article | Article |
| ISSN | 0376-4699 |
| Keywords | (S)-Acetoxysuccinimide, alane reduction, condensation, Grignard reaction, indolizinoindolone, PCC-oxidation, stereoselective Pictet-Spengler cyclization |
| Abstract | Starting from, N-tosyltryptamine and (S)-acetoxysuccinic anhydride, a facile synthesis of (-)-indolizinoindolone has been demonstrated as a basic structural outline of bioactive subincanadine alkaloids. Regioselective Grignard reaction with (S)-acetoxysuccinimide, stereoselective intramolecular cyclization to form (-)-indolizinoindolone skeleton and TiCl4 induced condensation with acetaldehyde for stereoselective generation of exocyclic carbon carbon double bond are the key features. |
| Type of Journal (Indian or Foreign) | Indian |
| Impact Factor (IF) | 0.388 |
Divison category:
Organic Chemistry