Formal Synthesis of Corynanthe Indole Alkaloid (±)-Mitralactonine: Construction of α-Hydroxy-Keto Functionalized Tetracyclic Skeleton
| Title | Formal Synthesis of Corynanthe Indole Alkaloid (±)-Mitralactonine: Construction of α-Hydroxy-Keto Functionalized Tetracyclic Skeleton |
| Publication Type | Journal Article |
| Year of Publication | 2025 |
| Authors | Dumare, NB, Sharma, P, Sivappa, R, Chavan, SP |
| Journal | Chemistryselect |
| Volume | 10 |
| Issue | 46 |
| Pagination | e04415 |
| Date Published | DEC |
| Type of Article | Article |
| ISSN | 2365-6549 |
| Keywords | alpha-hydroxy keto, beta-carboline, corynanthe alkaloid, intramolecular N-alkylation, mitragynine |
| Abstract | An efficient synthesis of a tetracyclic skeleton common to many corynanthe alkaloids was accomplished in 10 linear steps starting from a known tetrahydro beta-carboline intermediate. The tetracyclic alpha-hydroxy keto functionalized advanced precursor of (+/-)-mitralactonine was realized using Wittig olefination, ketohydroxylation of a trisubstituted alkene, and a tandem amine unmasking-intramolecular nucleophilic displacement reaction for C-N bond formation of C/D-rings. |
| DOI | 10.1002/slct.202504415 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2 |
Divison category:
Organic Chemistry
Database:
Web of Science (WoS)
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