| Reference: | Knight, S. D.; Overman, L. E.; Pairaudeau, G. J. Am. Chem. Soc. 1993, 115, 9293-9294; DOI; Knight, S. D.; Overman, L. E.; Pairaudeau, G. J. Am. Chem. Soc. 1995, 117, 5776- 5788. DOI |
| Keywords: | O-H -> O-C(O)OR Ketone -> Alkyl-OH EnoateEster -> Allyl-OH O-H -> O-SiiPr3 Jones oxidation Allyl-OH -> Enone Vinyl-OTf -> Sn-Vinyl Protecting group - Amine O-SiiPr3 -> O-H Finkelstein reaction Allyl-OH -> Allyl-Cl O-tBu -> O-H CarboxEster -> Aldehyde Ether-7 Lactam-6 Mechanism Knoevenagel condensation ConjAdd M-OR Ether-7 Ketone -> Imine EnoateEster -> CarboxEster N-H -> N-Allyl N-H -> N-Alkyl Epoxide+Na-Amide Amine-6 Pd/Sn-Vinyl+Aryl-X+CO Stille carbonylative coupling Carbonylation Pd-Enolate allylation Tsuji-Trost allylation CompE+-Allyl-X/Allyl-X+Pd-Enolate Enone -> Vinyl-OTf ConjReduct-Triflation Enone ConjReduct Pd-Stannylation Wittig-methyl Epoxidation, nucleophilic Enone Dehydration -> Enoate Claisen acylation, Mander Ketone enolate+Mander Mechanism Mannich Aza-Claisen Amine-5 |
| Reagents: | O=C(OR)Cl NaH Pd2(dba)3 BH3CN-Na+ TiCl4 Carbodiimide CuCl AlHiBu2 SiiPr3-Cl CrO3, H2SO4 (Jones) BHEt3-Li+ Tf2NPh SnMe3-SnMe3 Pd(PPh3)4 Pd2(dba)3 AsPh3 CO Hydroperoxide, tbutyl Triton B PPh3=CH2 Fluoride, Bu4N+ MeSO2Cl NEtiPr2 Chloride, lithium Acetamide, trifluoro NaH Epoxide NaH Hydroxide, potassium LiNiPr2 O=C(OR)CN HCl Zn° H2SO4 NaOMe AlHiBu2 Malonic acid Acetic anhydride DMF (solvent) Formaldehyde Sulfide, sodium |