| Reference: | Iimura, S.; Overman, L. E.; Paulini, R.; Zakarian, A.; J. Am. Chem. Soc. 2006, 128, 13095. DOI |
| Keywords: | Enone -> Enolsilane • Epoxidation, peracid • CompOx-Alkene/Enone+Peracid • Luche reduction • Enone -> Allyl-OH • Alkyl-OH -> Ketone • O-SiMe2tBu -> O-H • Allyl-OH -> Enone • Ketone -> Enolsilane • O-H -> O-C(O)R • O-Bn -> O-H • Li/I -> Li-Alkyl • Enone enolate+Alkyl-X(2°) • Mannich • Enolsilane+Imonium • Imonium+Enolate • Claisen acylation, Mander • Ketone enolate+Mander • Allylic oxidation -> Allyl-Br • Wohl-Ziegler bromination • Allyl-X -> Allyl-OH free radical • Stork-Danheiser • Eschenmoser • Li-Me+Ketone • Enone-β-OR+Li-R • Hofmann elim -> EneLactone • Epoxide reduction • Ketone -> Vinyl-OTf • Cu-Alkyl+Enone • Enone+Cu-R • Ketone -> Ketone-α-OR • Enolsilane+Dioxirane • O-H -> O-SiMe2tBu • ConjAdd M-OR • Lactone-5 • Pd-Heck coupling • Chiral auxiliary • |
| Reagents: | Menthol • TsOH • LiNiPr2 • DMPU (solvent) • MeLi • Bisulfate, sodium • Alkyl-Li • BuLi(tert) • SiMe3-Br • MeI • Carbonate, potassium • Perbenzoic acid, 3-chloro • BH4-Na+, CeCl3 • SiMe2tBu-Cl • Epoxide • BHEt3-Li+ • RuO4-Pr4N+, NMO • KN(SiMe3)2 • O=C(OR)CN • Tf2O • HF • RuO4-Pr4N+, NMO • SiEt3-OTf • Dioxirane • Acetic anhydride, NEt3 • HSiEt3, Pd • NBS • Benzoyl peroxide • HSnBu3 • PPh3 • ZnEt2 • CuCN • CH2=NMe2+I- • Imidazole • Pd2(dba)3 • |