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Total synthesis of (±)-δ-Araneosene:
Reference: Hu, T.; Corey, E. J. Org. Lett. 2002, 4, 2441. DOI
Keywords: Silyl ketone Brook • Ketone enolate+Allyl-X • Pd-Enolate allylation • Tsuji-Trost allylation • McMurry coupling • EC-Allyl-Br/Carbonate+Enolate • Tsuji-Trost allylation • Pd-Enolate allylation • Ozonolysis • RC-Alkene/Alkene+O3 • Mechanism • Ketone -> Ketone-α-Br • Ketone-α-S(O)nR -> Ketone •
Reagents: Propenyl-Li • Allyl-Br • TASF • SiMe3-OTf • PhSO2Na • Pd(PPh3)4 • Al(Hg) • O3 • Zn/Cu • SiMe3-OTf • NEtiPr2 • Carbonate, calcium • Pd2(dba)3 • Me2S • Acetate, potassium •

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