triethylamine in dichloromethane T=0 - 20°C; Inert atmosphere;

1: PPh3; diisopropylazadicarboxylate / tetrahydrofuran / 20 °C 2: NH2NH2*H2O / pentane / 0.25 h 3: 54 percent / Et3N / CH2Cl2 View Scheme

1: NH2NH2*H2O / pentane / 0.25 h 2: 54 percent / Et3N / CH2Cl2 View Scheme

1: 5-hexen-1-yl azide With lithium aluminium tetrahydride in diethyl ether 2: di-tert-butyl dicarbonate in diethyl ether; water

1.1: sodium azide / water; N,N-dimethyl-formamide / 12 h 2.1: triphenylphosphine / tetrahydrofuran; water / 15 h 2.2: 12 h View Scheme

1.1: aq. sodium azide / dimethylformamide / 50 °C 2.1: LiAlH4 / diethyl ether 2.2: diethyl ether; H2O View Scheme

silver tetrafluoroborate; 2,6-bis(diphenylphosphinomethyl)pyridine dichloropalladium; copper(II) bis(trifluoromethanesulfonate); 3 A molecular sieve in dichloromethane

1: (SPY-5-31)-dichloro-(κ2(C,O)-(2-isopropyloxybenzylidene))(1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene)ruthenium / dichloromethane / 5 h / 20 °C 2: Jorgensen's catalyst / methanol; 1,2-dichloro-ethane / 240 h / -25 °C 3: sodium tetrahydroborate / methanol / 0.5 h / 0 °C View Scheme