oxygen; palladium diacetate; anhydrous copper acetate T=100°C; 9 h;

1-hexene; hydrogen; Lindlar's catalyst in diethyl ether T=-3 - 3°C; P=760 Torr; 2.41667 h;

in tetrahydrofuran; water; acetic acid T=45°C; 6 h;

1: With bis(1,5-cyclooctadiene)nickel (0); 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane; tri-cyclo-hexyl-phosphine in toluene T=60°C; 3 h; Inert atmosphere; 2: With water; dihydrogen peroxide; sodium hydroxide in toluene T=0 - 20°C; Inert atmosphere; stereoselective reaction;

1: 71 percent / anhydr. KF / dimethylsulfoxide / 3 h / 150 °C 2: 52 percent / acetic acid; tetrahydrofuran; H2O / 6 h / 45 °C View Scheme