1: Et3LiBH / tetrahydrofuran / 0.5 h / -78 °C 2: Et3SiH, BF3*Et2O / CH2Cl2 / 2 h / -78 °C View Scheme

1: 79 percent / silver oxide, molecular sieves 4 Angstroem / diethyl ether / Ambient temperature 2: NaH / dimethylformamide / 3 h / Ambient temperature 3: diethyl ether 4: 1) 2,2'-azoisobutyronitrile; 2) triphenyltin hydride / 1) benzene, reflux, 1 h; 2) benzene, reflux, 1 h View Scheme

1: NaH / dimethylformamide / 3 h / Ambient temperature 2: diethyl ether 3: 1) 2,2'-azoisobutyronitrile; 2) triphenyltin hydride / 1) benzene, reflux, 1 h; 2) benzene, reflux, 1 h View Scheme

2,2'-azo-bisisobutyronitrile; triphenylstannane 1) benzene, reflux, 1 h; 2) benzene, reflux, 1 h; Yield given. Multistep reaction;

water; lithium hydroxide hydrate in ethanol T=0 - 20°C; 6 h;