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Total synthesis of Dichroanone:
Reference: McFadden, R. M.; Stoltz, B. M. J. Am. Chem. Soc. 2006, 128, 7738 DOI
Keywords: Wacker oxidation • Alkene → Ketone • Aldol-K → Enone • Robinson annulation, ketone • Aldol-K → Enone • Enone enolate+Enone • ConjAdd Enolate • Enone → EnolTriflate • Pd/Mg-Vinyl+Aryl-OTf • Kumada coupling • Friedel-Crafts Acylation • Baeyer-Villiger → Phenol • Phenol → Quinone • Quinone synthesis • Pd-enolate allylation(asym) • Tsuji-Trost allylation • Ketone enolate+Chlorocarbonate •
Reagents: LiN(SiMe3)2 • O=C(OAllyl)Cl • Pd2(dba)3 • Chiral catalyst • PdCl2 • Cu(OAc)2 • O2 • Hydroxide, potassium • LiN(SiMe3)2 • Methyl vinyl ketone • Hydroxide, potassium • LiNiPr2 • Tf2NPh • Propenyl-MgX • Pd(PPh3)4 • HCl • Cl2CH-OMe • TiCl4 • H2O2 • H2SO4 • IBX • Thiol, pentafluorophenyl • O2 • Hydroxide, sodium • Chiral catalyst •

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