Total synthesis of Isotadeonal:
| Reference: | Kende, A. S.; Blacklock, T. J. Tetrahedron Lett. 1980, 21, 3119. DOI |
| Reactions: | Peterson → Enol ether • Claisen acylation, formate • Ketone enolate+Formate • KetoAldehyde → Enone • Aldehyde → Enal • Li-Silane+Ketone • Enone+Li-R • Li-Ether+Ketone • Aldehyde → Aldehyde-α-OH • Epoxidation, peracid • Acetal → Enal • CompNu-Acetal/EnolEther+H+ • Enal → Acetal • CompE+-Aldehyde/Ketone+glycol • EnolEther → Aldehyde • |
| Reagents: | Formate, ethyl • DDQ • Glycol • TsOH • LiCH2-SiR3 • LiCH2-OR • KH • HCl, H2O • HCl, H2O • Bicarbonate, sodium • NaH • Perbenzoic acid, 3-chloro • |