Total Syntheses

Reaction scheme for total synthesis of the natural product Gypsy moth sex pheromone
Total synthesis of Gypsy moth sex pheromone:
Reference:Koumaglo, K.; Chan, T. H. Tetrahedron Lett. 1984, 25, 717. DOI
Reactions:Li-Allyl+Alkyl-X • Alkyl-X+Li-R • Si-Vinyl → I-Vinyl • Si-Vinyl → I-Vinyl • Pd/Zn-Alkyl+Vinyl-X • Epoxidation, peracid • Li/H → Li-Allyl • Li-Allyl+Alkyl-X • Alkyl-X+Li-R •
Reagents:Allyl-SiR3 • BuLi, KOtBu • Allyl-Li • Vinyl-SiR3 • ICl • Vinyl-SiR3 • HI • ICl • Alkyl-ZnX • I2 • Pd(PPh3)4 • Allyl-Li • Perbenzoic acid, 3-chloro •