Total Syntheses

Reaction scheme for total synthesis of the natural product Dried Bean Beetle, Male Sex Pheromone
Total synthesis of Dried Bean Beetle, Male Sex Pheromone:
Reference:Descoins, C.; Henrick, C. A.; Siddall, J. B.. Tetrahedron Lett. 1972, 3777. DOI
Reactions:Mg-Alkynyl+Aldehyde • Cu-Alkyl+Propargyl-X • Allene synthesis • O-H → O-C(O)R • Acetal → Enal • Aldehyde → CarboxAcid •
Reagents:Alkynyl-MgX • Acetic anhydride, Py • MnO2 • Cyanide, sodium • Alkyl-Cu •