1: BH3 / toluene; bis-(2-methoxy-ethyl) ether 2: oct-1-ene / Pd-C View Scheme

oct-1-ene; palladium on activated charcoal

1: Et3N / pentane 2: not given 3: RuCl2(tricyclohexylphosphine)2(benzylidene) / dichloromethane 4: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / not given 5: toluene 6: n-BuLi / dichloromethane View Scheme

n-BuLi in dichloromethane (N2); CH2Cl2 was added to B compd. at -78°C; soln. of n-BuLi in hexane was added; mixt. was stirred at -78°C for 4 h and at 25°C for 2 h; solvent removed; chromd. (silica gel, pentane); elem. anal.;

palladium on activated charcoal 300°C;

palladium on activated charcoal 300°C;