Total synthesis of Pederin:
| Reference: | Wu, F.; Green, M. F.; Floreancig, P. E. Angew. Chem. Int. Ed. 2011, 50, 1131-134. DOI |
| Reactions: | Ketone → EnolBorane • Aldol-B-Ipc • Ketone → EnolBorane • Ketone enolate+Aldehyde (asym) • Ketone → Alkyl-OH • Ozonolysis • Aldehyde → Cyanohydrin • Ether-6 • O-H → O-Me • Nitrile → Imine • CarboxCl → CarboxAmide • Imine → Aminal • O-SiEt3 → O-H • CarboxEster → Alkyl-OH • |
| Reagents: | B(Cl)(Ipc)2 • BH4-Na+ • O3 • PPh3 • Cyanide, trimethylsilyl • BiBr3 • BF3·OEt2 • MeOTf • Pyridine, 2,6-di-tBu • ZrCp2ClH • Mg(ClO4)2 • Fluoride, R4N+ • Hydroxide, lithium • Chiral auxiliary (boronate) • HOMe (react) • |