1.1: potassium carbonate / acetone / 42 h / |Reflux; |Inert atmosphere 2.1: triphenylphosphine; N-chloro-succinimide / tetrahydrofuran / 1 h / |Inert atmosphere; |Reflux 2.2: 1 h / |Reflux 3.1: ammonium acetate / 1 h / |Reflux; |Inert atmosphere 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / |Inert atmosphere; |Reflux View Scheme

1: ammonium acetate / 1 h / |Reflux; |Inert atmosphere 2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / |Inert atmosphere; |Reflux View Scheme

1: K2CO3 / H2O; toluene / 15 h / Ambient temperature 2: lithium aluminum hydride / tetrahydrofuran / 0.5 h / Heating 3: H2 / 10 percent Pd/C / ethanol / 15 h / 2585.7 Torr View Scheme

sodium cyanoborohydride; acetic acid in methanol T=20°C; 2.5 h;