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Total synthesis of Acorenone New:
Reference: Trost, B. M.; Hiroi, K.; Holy, H J. Am. Chem. Soc. 1975, 97, 5873 DOI
Keywords: Enol -> Enol-OAc • Alkyl-OH -> Carboxacid • Lactone-6 • Ketone -> Ketal(thio) • Alkyl-OH -> Aldehyde • Ketal(thio) -> Ketone • Dehydration -> Ene • Claisen acylation, formate • Ketone enolate+CarboxEster • Cu-Me+Enone-β-OR • ConjAdd-Elimination • Sulfonium ylide+Ketone • Spiroepoxide • Claisen acylation, formate • Ketone enolate+CarboxEster • Claisen-Retro • Lactone -> Lactol • Li-Me+Lactone • Lactone+Li-R • Aldol-K -> Enone • Ketone -> Ketone-α-SR • Enone+Li-R • Li-Me+Ketone • EneSulfide -> Ketone •
Reagents: Formate, ethyl • NaOMe • Acetic anhydride • LiCuMe2 • Hydroxide, potassium • LiBF4 • Formate, ethyl • NaH • TsOH • AlHiBu2 • CrO3 • MeLi • DMSO, Py·SO3 • HgCl2 • Hydroxide, potassium • LiNiPrCy • Disulfide, phenyl • MeLi • TsOH • HgCl2

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