Total synthesis of Dievodiamine:
| Reference: | Unsworth, W. P.; Kitsiou, C.; Taylor, R. J. Org. Lett. 2013, 15, 3302-3305 DOI |
| Reactions: | Curtius • C-CO2H → C-N • Mg-Alkynyl+Iminium • Iminium+Mg-R • Alkyne Hydrostannation • Pd/Sn-Vinyl+Aryl-X • Friedel-Crafts Acylation • Amidine synthesis • CarboxAmide → Amidine • Aryl-H → Aryl-I • CarboxAcid → CarboxCl • CarboxCl → CarboxAmide • Amidine synthesis • CarboxAmide → Amidine • Lactam-6 • Indole synthesis • CarboxAcid → CarboxAzide • |
| Reagents: | Azide, diphenylphosphoryl • NEt3 • POCl3 • Alkynyl-MgX • Chloride, lithium • HSnBu3 • AIBN • Oxalyl chloride • Hydroxide, potassium • NIS • PdCl2(PPh3)2 • CuI • BF3·OEt2 • |