1: 96 percent / H2 / Pd(OH)2 / ethyl acetate / 12 h 2: 1.) 1-(chlorocarbonyl)-1-methylene acetate, 2.) NaOMe / 1.) CHCl3, 23 deg C, 3 h, 2.) THF, 23 deg C, 4 h 3: 75 percent / propan-2-ol / 2 h / Heating View Scheme

hydrogen; palladium dihydroxide in ethyl acetate 12 h;

1: 356 mg / H2 / Pd(OH)2 / ethyl acetate; methanol / 12 h 2: 61 percent / PPh3, DEAD / CHCl3 / 72 h / Heating View Scheme

1: 356 mg / H2 / Pd(OH)2 / ethyl acetate; methanol / 12 h 2: 61 percent / PPh3, DEAD / CHCl3 / 72 h / Heating View Scheme

1: 356 mg / H2 / Pd(OH)2 / ethyl acetate; methanol / 12 h 2: 61 percent / PPh3, DEAD / CHCl3 / 72 h / Heating 3: propan-2-ol / 3.5 h / 68 °C View Scheme