hydrogen; silica-supported dendrimer-palladium complex (G1-C6-Pd) in methanol T=25°C; P=724.007 Torr; 3 h; Title compound not separated from byproducts;

hydrogen; silica-supported dendrimer-palladium complex (G1-C6-Pd) in methanol T=25°C; P=724.007 Torr; 3 h; Title compound not separated from byproducts;

hydrogen; silica-supported dendrimer-palladium complex (G1-C6-Pd) in methanol T=25°C; P=724.007 Torr; 3 h; Title compound not separated from byproducts;

hydrogen; silica-supported dendrimer-palladium complex (G1-C6-Pd) in methanol T=25°C; P=724.007 Torr; 3 h; Title compound not separated from byproducts;

1: hydroquinone / CHCl3 / 12 h / 120 °C 3: 1.) (COCl)2, DMF, 2.) PhCH2PdCl(PPh3)2 / 1.) CH2Cl2, 0 deg C - 20 deg C, 2 h, 2.) HMPA, 70 deg C, 3 h 4: 92 percent / tetrahydrofuran / 2 h / 0 °C 6: 92 percent / diethyl ether / Ambient temperature 7: 1.) LDA / 1.) THF, -78 deg C, 2.) -78 deg C to RT, 24 h 8: 71 percent / Me4NOAc / hexamethylphosphoric acid triamide / 17 h / 100 °C 10: LiOH / tetrahydrofuran; H2O / 18 h / Ambient temperature 11: Li, liq. NH3 / ethanol / 0.5 h / -78 °C View Scheme