Official websites use .gov
A
.gov website belongs to an official
government organization in the United States.
Secure .gov websites use HTTPS
A lock (
) or https:// means you've safely
connected to the .gov website. Share sensitive
information only on official, secure websites.
Synthesis of gigantamide A (7) by oxidation of dasyclamide (6).
 | ||
| Entry | Conditions | Results |
| 1 | MnO2, dioxane, reflux | no reaction |
| 2 | TPAP, NMO, ACN/DCM, rt | incomplete reaction & close impurities |
| 3 | Py·SO3, TEA, DMSO, rt to 80 °C | no reaction |
| 4 | PCC, CHCl3, rt | incomplete reaction & difficulties in isolation |
| 5 | IBX, fluorobenzene/DMSO (9:1), 90 °C, 4 h | 70% of aldehyde after purification. |
| 6 | PCC, CHCl3/DMSO (3:1), rt | 30% of aldehyde (27) + 25% of gigantamide A + 30% of 28 |
