Total synthesis of Cecropia Juvenile Hormone (Faulkner):
| Reference: | Faulkner, D. J.; Peterson, M. R. J. Am. Chem. Soc. 1973, 95, 553. DOI |
| Reactions: | Enone → Ketal(Me) • Mannich • O-H → O-SO2Ar • Claisen-EnolEther • Aldehyde → Cyanohydrin • Nitrile → CarboxEster • Hofmann elim → Enone • Diol-1,2 → Epoxide • Claisen-EnolEther • Enone → Ketal(Me) • Enone → Allyl-OH • CompRed-Ketone/CarboxEster+M-H • Enone → Allyl-OH • CompRed-Ketone/CarboxEster+M-H • Alkyne → Ketone • Ketone → Ketal • Li-Alkynyl+Ketone • Ketone+Li-Alkynyl • |
| Reagents: | BH4-Na+ • Cyanide, sodium • Acetic acid • HOMe (react) • Orthoformate • TsOH • Formaldehyde • CH2=NMe2+I- • Sulfate, dimethyl • Hydroxide, sodium • TsOH • BH4-Na+ • TsCl, Py • NaOMe • Methacrolein • TsOH • Alkynyl-Li • HgO • HOMe (react) • Acetic acid, trifluoro • |