1: 96 percent / pyridine / 1 h / 0 °C 2: 2,6-lutidine / 1 h / 0 °C 3: 92 percent / NaI / dimethylformamide / 6 h / 20 °C 4: 86 percent / KH; 18-crown-6 / tetrahydrofuran / 20 °C 5: 81 percent / TFA / CH2Cl2 / 0.75 h / 0 °C 6: 80 percent / 4 Angstroem molecular sieves; PDC / CH2Cl2 / 1 h / 20 °C 7: 33 percent / NaHMDS / tetrahydrofuran / -60 - 20 °C 8: (dba)3Pd2*CHCl3; Ph3P; Et3N / toluene / 6 h / Heating 9: 30 percent / CSA / methanol / 20 °C View Scheme

potassium permanganate; (benzyl)-tri-(butyl)-ammonium chloride in water; benzene 3 h; Ambient temperature; Yield given;

Multi-step reaction with 2 steps 1: diethyl ether; potassium hydroxide2: Raney nickel / Hydrogenation