hydrogenchloride in diethyl ether T=20°C; 1 h;

1: 1) BuLi / 1) THF, hexane, O deg C, 15 min, 2a) -78 deg C, 6 h, b) -78 deg C to rt, 15 h 2: 93 percent / 2 M HCl / diethyl ether / 1 h / 20 °C View Scheme

[rhodium(I)(carbonyl)2(acetylacetonate)]; (R,S)-binaphos; hydrogen in benzene T=40°C; P=76000 Torr; 46 h; Yield given. Yields of byproduct given;

1: sodium / ethanol / 0.5 h / 60 °C 2: 77 percent / 30 percent hydrogen peroxide / ammonium molybdate / methanol; H2O / 18 h / 20 °C 3: sodium hydroxide / methanol; H2O 4: 24 percent / pyridinium dichromate / CH2Cl2 / 20 h / 20 °C View Scheme