Total synthesis of Nuciferal:
| Reference: | Büchi, G.; Wüest, H. J. Org. Chem. 1969, 34, 1122. DOI |
| Reactions: | Aldehyde → Imine • Imine → Aldehyde • Hydrogenolysis C-OR • Alkyl-OR → Alkyl-H • Aldehyde azaenolate+Aldehyde • Dehydration → Enal • ConjAdd M-X • Ketone+Mg-Alkyl • Mg-Alkyl+Ketone • Acetal → Aldehyde • Aldehyde → Acetal • |
| Reagents: | Glycol • HBr • Alkyl-MgX • Alkyl-MgX • H2, Pd • HCl, H2O • NH2tBu • LiNiPr2 • Oxalic acid • Acrolein • |