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Total synthesis of (±)-δ-Araneosene:
Reference: Hu, T.; Corey, E. J. Org. Lett. 2002, 4, 2441
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-SO2R -> Ketone
Reagents: Propenyl-Li --- Allyl-Br --- TASF --- SiMe3-OTf --- PhSO2Na --- Acetate, potassium --- Al(Hg) --- O3 --- Zn/Cu --- SiMe3-OTf --- NEtiPr2 --- Carbonate, calcium --- Pd2(dba)3 --- Me2S

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