| Reference: | Paquette, L. A.; Sugomura, T. J. Am. Chem. Soc. 1987, 109, 3017. DOI |
| Keywords: | Enone -> Allyl-OH • O-H -> O-Alkyl • Williamson etherification • O-H -> O-MOM • Hydroboration Alkene • Alkyl-OH -> Ketone • O-SEM -> O-H • Alkyl-OH -> Ketone • Ketone -> Enolsilane • Saegusa oxidation • Ketone -> Enone • Enone -> Allyl-OH • O-SiMe3 -> O-H • O-MOM -> O-H • O-C(O)R -> O-H • Enone enolate+Alkyl-X • Li/Sn -> Li-Ether • Ketone epimerization • Mitsunobu -> Ester • Allyl-OH -> Allyl-OAc • Photochemistry • Li/Sn -> Li-Ether • 2,3-Sigmatropic Anionic • |
| Reagents: | NaH • AlH4-Li+ • SnBu3-CH2-I • Cl-CH2-OR • BH3 • CrO3Cl·PyH (PCC) • NaOMe • Photochemistry • Fluoride, Bu4N+ • CrO3Cl·PyH (PCC) • SiMe3-CH2CO2Me • Fluoride, Bu4N+ • Pd(OAc)2 • AlHiBu2 • PPh3, DEAD • Benzoic acid • HClO4 • Hydroxide, sodium • DMSO (solvent) • BuLi(n) • |