Total synthesis of Cecropia Juvenile Hormone (Corey):
| Reference: | Corey, E. J.; Katzenellenbogen, J. A.; Roman, S. A.; Gilman, N. W. Tetrahedron Lett. 1971, 1821. DOI |
| Reactions: | Allyl-OH → Enal • Li-Alkynyl+Alkyl-X • Li/H → Li-Alkynyl • Alkyl-X+Li-R • Hydroalumination Alkyne • Al-Vinyl → I-Vinyl • Alkyne → Vinyl-I • Cu-Alkyl+Vinyl-X • HWE → EnoateEster • O-THP → O-H • Epoxidation, peracid • |
| Reagents: | Alkynyl-Li • AlH4-Li+ • I2 • Alkyl-Cuprate • MnO2 • LiNiPr2 • P(O)(OR)2CH2-Vinyl • Perbenzoic acid, 3-chloro • |