Total Syntheses

Reaction scheme for total synthesis of the natural product Jasmonate, Methyl- (Crabbe)
Total synthesis of Jasmonate, Methyl- (Crabbe):
Reference:Greene, Crabbé, Tetrahedron Lett. 1976, 4867. DOI
Reactions:Alkyne → Ene-cis (Lindlar) • ConjAdd-Alkylation • Enone+Cu-Allyl • Cu-Allyl+Enone • ConjAdd Cu-Allyl • Ozonolysis • CompOx-Alkene/Alkyne+O3 • Jones oxidation • Aldehyde → CarboxAcid • CarboxAcid → CarboxEster •
Reagents:Allyl-Cuprate • Propargyl-I • O3; Me2S • CrO3, H2SO4 (Jones) • Diazomethane • H2, Pd •