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Total synthesis of Cecropia Juvenile Hormone:
Reference: Van Tamelen, E. E.; McCormick, J. P. J. Am. Chem. Soc. 1970, 92, 737–738. DOI
Keywords: O-H → O-C(O)R • O-H → O-SO2R • O-CPh3 → O-H • Alkene → Bromohydrin • CompOx-Alkene/Alkene+Br2 • Bromohydrin → Epoxide • Epoxidation, peracid • CompOx-Alkene/Alkene+Peracid • Epoxide → Allyl-OH • O-H → O-CPh3 • CompNu-Alcohol/Alcohol+R-X • Allyl-OH → Enal • Enal → EnoateEster • Cu-Me+Allyl-X • Allyl-X+Cu-R •
Reagents: Perbenzoic acid, 3-chloro • Carbonate, potassium • LiNEt2 • TsCl, Py • Chloride, lithium • HCl, THF • MnO2 • MnO2 • NBS • LiCuMe2 • Ph3CCl •

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