Total synthesis of Sulcatol:
| Reference: | Davies, S. G.; Smyth, G. D. Tetrahedron: Asymmetry. 1996, 7, 1005. DOI |
| Reactions: | Li-Amide+EnoateEster • ConjAdd Li-Amide (asym) • Dehydration → Ene • N-OR → N-H • 2,3-Sigmatropic Amine oxide • Meisenheimer rearrangement • Amine → AmineOxide • CarboxEster+Mg-R • Mg-Alkyl+CarboxEster • Hydrogenation Alkene • Fischer esterification • CarboxAcid → CarboxEster • |
| Reagents: | LiN(Phenethyl)R • HCl, MeOH • Me-MgBr • Al2O3 • POCl3 • Na°/NH3 • Chiral auxiliary (amine) • Perbenzoic acid, 3-chloro • HOMe (react) • |