Hydrierung des Reaktionsprodukts an Palladium in Aethanol und Behandlung des Hydrolyseprodukts mit wss. Natronlauge;

potassium carbonate in acetone Ambient temperature;

1: 69 percent / K2CO3 / acetone / Ambient temperature 2: 93 percent / NaOMe, MeOH / 5 h / Ambient temperature View Scheme

1: acetone; aq. NaOH solution 2: sodium methylate; methanol View Scheme

potassium carbonate in acetone Ambient temperature;

1: 65 percent / K2CO3 / acetone / Ambient temperature 2: 92 percent / NaOMe, MeOH / 5 h / Ambient temperature 3: 1.) dibutyltin oxide / 1.) MeOH, reflux, 2 h, 2.) CH2Cl2, 0 deg C, 30 min 4: 91 percent / pyridine / CH2Cl2 / 5 h / 0 °C 5: 90 percent / thiourea / methanol / 2 h / Heating 6: 80 percent / 4A molecular sieves, N-iodosuccinimide, silver triflate / CH2Cl2; toluene / 0.17 h / 0 °C 7: 83 percent / NaOMe, MeOH / CH2Cl2 / 5 h / Ambient temperature View Scheme

1: 65 percent / K2CO3 / acetone / Ambient temperature 2: 92 percent / NaOMe, MeOH / 5 h / Ambient temperature View Scheme

tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate in dichloromethane 1 h; Ambient temperature;

1: silver carbonate; magnesium sulfate; iodine / Reaktion in Dioxan 2: barium methylate; methanol View Scheme

1.1: 82 percent / 2,6-lutidine / nitromethane / 12 h / 25 °C 2.1: NaOMe / methanol / 3 h / 25 °C 3.1: NaH / tetrahydrofuran / 0 °C 3.2: 5.14 g / tetrabutylammonium chloride / tetrahydrofuran / 4 h / Heating 4.1: ZnCl2 / CH2Cl2 / -60 - 0 °C 5.1: 3.4 g / NaOMe / methanol / 4 h / 25 °C 6.1: 97 percent / DMAP; Et3N / CH2Cl2 / 48 h / 25 °C 7.1: 88 percent / NBS; H2O / CH2Cl2 / 1 h / 25 °C 8.1: 555 mg / DBU / CH2Cl2 / 12 h / 25 °C 9.1: 93 percent / BF3*Et2O; 4 Angstroem molecular sieves / CH2Cl2 / -78 - -20 °C 10.1: NBS; H2O / CH2Cl2 / 2 h / 25 °C 10.2: 98 percent / DBU / CH2Cl2 / 12 h / 25 °C 11.1: 71 percent / TMSOTf; 4 Angstroem molecular sieves / CH2Cl2 / 5 h / -20 °C 12.1: DDQ; H2O / CH2Cl2 / 12 h / 25 °C 12.2: 81 percent / Pd(CN)2Cl2; H2O / acetone / 2 h / 25 °C View Scheme