1: [2-(1-methylethoxy-κO)phenylmethyl-κC](nitrato-κO,κO′){rel-(2R,5R,7S)-tricyclo[3.3.1.13,7]decane-2,1-diyl[3-(2,4,6-trimethylphenyl)-1-imidazolidinyl-2-ylidene]}ruthenium; ethene / tetrahydrofuran / 2 h / 35 °C / 760.05 Torr / |Glovebox; |Inert atmosphere 2: benzylidene-bis(tricyclohexylphosphine)dichlororuthenium / dichloromethane / 6 h / |Reflux; |Inert atmosphere View Scheme

1.1: tert.-butyl lithium / diethyl ether; pentane / 1 h / -78 - 20 °C / |Inert atmosphere 1.2: 1 h / -78 - 20 °C / |Inert atmosphere 2.1: benzylidene-bis(tricyclohexylphosphine)dichlororuthenium / dichloromethane / 6 h / |Reflux; |Inert atmosphere View Scheme

1.1: methanesulfonyl chloride; triethylamine / dichloromethane / 2 h / 0 - 20 °C / |Inert atmosphere 2.1: sodium iodide / acetone / 24 h / 20 °C / |Inert atmosphere 3.1: tert.-butyl lithium / diethyl ether; pentane / 1 h / -78 - 20 °C / |Inert atmosphere 3.2: 1 h / -78 - 20 °C / |Inert atmosphere 4.1: [2-(1-methylethoxy-κO)phenylmethyl-κC](nitrato-κO,κO′){rel-(2R,5R,7S)-tricyclo[3.3.1.13,7]decane-2,1-diyl[3-(2,4,6-trimethylphenyl)-1-imidazolidinyl-2-ylidene]}ruthenium / 1,2-dichloro-ethane / 24 h / 60 °C / 0.02 Torr / |Glovebox; |Inert atmosphere View Scheme

1.1: sodium iodide / acetone / 24 h / 20 °C / |Inert atmosphere 2.1: tert.-butyl lithium / diethyl ether; pentane / 1 h / -78 - 20 °C / |Inert atmosphere 2.2: 1 h / -78 - 20 °C / |Inert atmosphere 3.1: [2-(1-methylethoxy-κO)phenylmethyl-κC](nitrato-κO,κO′){rel-(2R,5R,7S)-tricyclo[3.3.1.13,7]decane-2,1-diyl[3-(2,4,6-trimethylphenyl)-1-imidazolidinyl-2-ylidene]}ruthenium / 1,2-dichloro-ethane / 24 h / 60 °C / 0.02 Torr / |Glovebox; |Inert atmosphere View Scheme

1: [2-(1-methylethoxy-κO)phenylmethyl-κC](nitrato-κO,κO′){rel-(2R,5R,7S)-tricyclo[3.3.1.13,7]decane-2,1-diyl[3-(2,4,6-trimethylphenyl)-1-imidazolidinyl-2-ylidene]}ruthenium; ethene / tetrahydrofuran / 2 h / 35 °C / 760.05 Torr / |Glovebox; |Inert atmosphere 2: [2-(1-methylethoxy-κO)phenylmethyl-κC](nitrato-κO,κO′){rel-(2R,5R,7S)-tricyclo[3.3.1.13,7]decane-2,1-diyl[3-(2,4,6-trimethylphenyl)-1-imidazolidinyl-2-ylidene]}ruthenium / 1,2-dichloro-ethane / 24 h / 60 °C / 0.02 Torr / |Glovebox; |Inert atmosphere View Scheme

1.1: tert.-butyl lithium / diethyl ether; pentane / 1 h / -78 - 20 °C / |Inert atmosphere 1.2: 1 h / -78 - 20 °C / |Inert atmosphere 2.1: [2-(1-methylethoxy-κO)phenylmethyl-κC](nitrato-κO,κO′){rel-(2R,5R,7S)-tricyclo[3.3.1.13,7]decane-2,1-diyl[3-(2,4,6-trimethylphenyl)-1-imidazolidinyl-2-ylidene]}ruthenium / 1,2-dichloro-ethane / 24 h / 60 °C / 0.02 Torr / |Glovebox; |Inert atmosphere View Scheme

ethanol; sodium

(i) Na, (ii) Ac2O, Py, (iii) Ca, liq. NH3; Multistep reaction;

1: (i) HBr, AcOH, (ii) /BRN= 1718733/, H2SO4, (iii) Zn, EtOH, HBr 2: (i), (ii) aq. KOH 3: (esterification) 4: (i) Na, (ii) Ac2O, Py, (iii) Ca, liq. NH3 View Scheme

1: (i), (ii) aq. KOH 2: (esterification) 3: (i) Na, (ii) Ac2O, Py, (iii) Ca, liq. NH3 View Scheme