| Reference: | Ling, T.; Chowdhury, C.; Kramer, B. A.; Vong, B. G.; Palladino, M. A.; Theodorakis, E. A. J. Org. Chem. 2001, 66, 8843. DOI |
| Keywords: | Jones oxidation Allyl-OH -> Enone Ketone -> Ketal Luche reduction Enone -> Allyl-OH Ketone -> Ketal O-H -> O-MOM Dehydration -> Diene Aldehyde -> Alkyl-OH Alkyl-OH -> Aldehyde Barton-McCombie reduction Allyl-OR -> Allyl-H Wittig-methyl CompE+-Aldehyde/CarboxEster+Wittig ConjReduct-Acylation Enone ConjReduct CarboxEster enolate+Enal Enal+Enolate ConjReduct-Alkylation CarboxEster enolate+Alkyl-X EnoateEster ConjReduct Claisen acylation, Mander Ketone enolate+Mander Hydrosulfidation Alkyne Li-Alkynyl+Ketone Li/H -> Li-Alkynyl Allyl-X -> Allyl-H Mechanism KetoEster -> Ester Diels-Alder, Enal Robinson annulation, diketone Ketone enolate+Enone |
| Reagents: | Acrolein LiNiPr2 CrO3, H2SO4 (Jones) Glycol BH4-Na+, CeCl3 CS2 HSnBu3 Li°/NH3 MeI Glycol Li°/NH3 O=C(OR)CN Cl-CH2-OR Li°/NH3 MeI Alkynyl-Li HS-Ph POCl3 BH4-Na+ RaNi Dess-Martin PPh3=CH2 Bromide, lithium AIBN AIBN Wieland-Miescher Methacrolein SnCl4 Fluoride, potassium |