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Total synthesis of Zearolone:
Reference: Kalivretenos, A.; Stille, J, K,; Hegedus, L. S. J. Org. Chem. 1991, 56, 2883. DOI
Keywords: Li-Aryl -> Aryl-I • CarboxAmide -> CarboxEster • O-H -> O-MEM • O-H -> O-SiMe2tBu • Alkyl-OH -> Alkyl-Br • Mitsunobu -> Br • O-SiMe2tBu -> O-H • Mitsunobu -> Ester • Alkyl-OH -> Alkyl-OC(O)R(2°) • Cu-Vinyl+Epoxide • Epoxide+Cu-R • Hydroboration Alkene • Mg-Alkyl+Aldehyde • Aldehyde+Mg-R • Li/H -> Li-Aryl • O-MOM -> O-H • Pd/Sn-Vinyl+Aryl-X • Stille coupling • Lactone-14 •
Reagents: BuLi(tert) • ICl • Me3O+ X- • Carbonate, sodium • MEM-Cl • Hydroxide, lithium • Vinyl-MgX • CuI • SiMe2tBu-Cl • BH-BBN • PPh3 • Mg° • Me2S • Fluoride, Bu4N+ • DEAD • Pd(PPh3)4 • HCl, H2O •

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