1: 1.) silver carbonate, molecular sieves 4A, 2.) sodium borohydride / 1.) CH2Cl2, 15 min, 2.) dioxane, water, 20 min 2: 89 percent / pyridine / 1 h 3: 96 percent / NaOMe / methanol; CH2Cl2 / 4.5 h 4: 1.) molecular sieves 4A, 2.) mercury(II) bromide / 1.) CH2Cl2, 15 min, 2.) CH2Cl2, room temperature, 24 h 5: 53 percent / pyridine / 8 h / Ambient temperature 6: 86 percent / hydrogen, acetic acid / palladium-carbon / ethanol / 2 h / Ambient temperature 7: 1.) molecular sieves 4A, 2.) trimethylsilyl triflate / 1.) CH2Cl2, room temperature, 30 min, 2.) CH2Cl2, room temperature, 45 min 8: 84 percent / sodium methoxide / methanol / 48 h / Heating View Scheme