| Reference: | Woodward, R. B.; Cava, M. P.; Ollis, W. D.; Hunger, A.; Daeniker, H. U.; Schenker, K. J. Am. Chem. Soc. 1954, 76, 4749-4751; DOI Woodward, R. B.; Cava, M. P.; Ollis, W. D.; Hunger, A.; Daeniker, H. U.; Schenker, K. Tetrahedron 1963, 19, 247-288. DOI |
| Keywords: | N-H -> N-SO2R • Amine-5 • Imine -> Amine • N-H -> N-Bn • Lactam-6 • N-SO2R -> N-H • N-H -> N-C(O)R • O-H -> O-SO2R • Na-Alkynyl+Ketone • Mechanism • Fischer Indole • Indole synthesis • Dieckmann • CarboxEster enolate+CarboxEster • Mechanism • Ether-7 • Mannich • Amine-5 • CarboxEster epimerization • Hydrogenolysis C-S • CompE+-Ketone/CarboxAmide+Na-Alkynyl • CarboxAmide -> Amine • Mechanism • Mechanism • Ketone-1,2-di • Lactam-6 • Allyl-OH isomerization • ConjAdd M-OR • Enol -> Enesulfide • Nitrile -> Amine • Aldehyde -> Imine • Mannich • Claisen acylation, acyl-X • CarboxEster enolate+Anhydride • Ozonolysis Ph • Aldehyde -> α-Ketoaldehyde • |
| Reagents: | Hydrazine, phenyl • Polyphosphoric acid • Formaldehyde • CH2=NMe2+I- • MeI • Cyanide, sodium • AlH4-Li+ • TsCl • Pyridine • BH4-Na+ • Acetic anhydride, Py • O3 • HCl • HI • Acetic anhydride • Diazomethane • NaOMe • TsCl, Py • Thiolate, benzyl • RaNi • H2, Pd • Hydroxide, potassium • Acetic anhydride, Py • HCl • Acetic acid • SeO2 • Alkynyl-Na • H2, Pd • H2SO4 • AlH4-Li+ • HBr • Hydroxide, potassium • P°(red) • |