Abstract
The first synthesis of anti-tubercular marine alkaloids denigrins A and B were accomplished in three and five steps and 62% and 31% overall yields respectively, from maleic anhydride. The key features of the synthesis include efficient Mizoroki-Heck reaction, geometry-controlled vinylogous aldol condensation, and one-pot lactamization. The synthesis first demonstrates the serviceability of maleic anhydride in palladium-catalyzed cross-coupling reactions with diaryliodonium salt.
| Original language | English |
|---|---|
| Pages (from-to) | 2800-2803 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 59 |
| Issue number | 29 |
| DOIs | |
| Publication status | Published - Jul 18 2018 |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Karak, M., Oishi, T., & Torikai, K. (2018). Synthesis of anti-tubercular marine alkaloids denigrins A and B. Tetrahedron Letters, 59(29), 2800-2803. https://doi.org/10.1016/j.tetlet.2018.06.013