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Total synthesis of Bilobalide:
Keywords: Alkyl-OH -> Ketone • O-SiMe2tBu -> O-H • O-H -> O-C(O)R • O-H -> O-SiMe3 • CarboxEster -> Alkyl-OH • Lactol -> Lactone • Li-Alkyl+Aldehyde • Aldehyde+Li-R • Li-Nitrile+Aldehyde • Nitrile -> Aldehyde • Aldol-Li -> Aldol • Enone enolate+Aldehyde • Ketone -> Ketone-α-OR • Ketone enolate oxidation • Ketone-α-OH cleavage • Aldehyde -> Acetal • Baeyer-Villiger • Lactol -> Lactone • Lactone-5 • Epoxidation, dioxirane • Diol-1,2 cleavage • Photochemistry 2+2 •
Reagents: BuLi(tert) • CeCl3 • DMSO, (COCl)2 • LiCH2-CN • AlHiBu2 • Fluoride, potassium • Piv-Cl • DMAP • MoOPH • Pb(OAc)4 • TsOH • AlH4-Li+ • Pb(OAc)4 • Perbenzoic acid, 3-chloro • CrO3, H2SO4 (Jones) • Dioxirane • CrO3, H2SO4 (Jones) •

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