Total Syntheses

Reaction scheme for total synthesis of the natural product Jasmonate, Methyl- (Buchi)
Total synthesis of Jasmonate, Methyl- (Buchi):
Reference:Buchi, G.; Egger, B. J. Org. Chem. 1971, 36, 2021. DOI
Reactions:Alkyne → Ene-cis (Lindlar) • Michael Enone • CarboxEster enolate+Enone • ConjAdd Enolate • Mechanism • Ketone-1,3-di enolate+Alkyl-X • Propargyl-X+Enolate • Favorskii • Chelotropic, CO • Cyclopentenone • Decarboxylation malonic • Ketone → Ketone-α-Halo • Decarbonylation •
Reagents:Propargyl-Br • Hydroxide, potassium • Hypochlorite, tbutyl • Malonate • H2, Pd • Carbonate, sodium •