| Reference: | Woodward, R. B.; Bader, F. E.; Bickel, H.; Frey, A. J.; Kierstead, R. W. J. Am. Chem. Soc. 1956, 78, 2023-2055; DOI; Woodward, R. B.; Bader, F. E.; Bickel, H.; Frey, A. J.; Kierstead, R. W. J. Am. Chem. Soc. 1956, 78, 2657; DOI; Woodward, R. B.; Bader, F. E.; Bickel, H.; Frey, A. J.; Kierstead, R. W. Tetrahedron 1958, 2, 1-57. DOI |
| Keywords: | Dehydrohalogenation -> Enone • Jones oxidation • Alkyl-OH -> Ketone-α-Halo • CarboxAcid -> CarboxEster • O-H -> O-C(O)R • Alkene cleavage • CarboxEster -> CarboxAcid • Lactone-5 • Amine epimerization • Mechanism • Diels-Alder, Quinone • Meerwein-Ponndorf-Verley • Lactone-5 • Bromoetherification • Furst-Plattner diaxial • Ether-5 • Bischler-Napieralski • ConjAdd M-OR • Bromohydrin • Furst-Plattner diaxial • Reductive amination, B-H • Lactam-6 • N-H -> N-Alkyl • Reductive elimination - X/OR • Lemieux-Johnson oxidation • |
| Reagents: | Al(OiPr)3 • Bromine • NaOMe • NBS • CrO3, H2SO4 (Jones) • Acetic acid • Zn° • Acetic acid • Diazomethane • Acetic anhydride • OsO4 • Periodate • POCl3 • BH4-Na+ • Hydroxide, potassium • Carbodiimide • NaOMe • Pyridine • |