1: With diisobutylaluminium hydride in toluene T=0 - 20°C; 2: With hydrogenchloride; water T=0 - 20°C;

1: With methyl trifluoromethanesulfonate in dichloromethane T=20°C; 2 h; Inert atmosphere; 2: With sodium tetrahydroborate in tetrahydrofuran; methanol; dichloromethane T=0°C; 1 h; Inert atmosphere; Further stages;

Schwartz's reagent in tetrahydrofuran T=20°C; Inert atmosphere;

1.1: thionyl chloride; N,N-dimethyl-formamide / Inert atmosphere 2.1: tetrahydrofuran / Inert atmosphere 3.1: N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran; cyclohexane / 3.5 h / -78 °C / Inert atmosphere 3.2: 8 h / -78 - 20 °C / Inert atmosphere 4.1: Schwartz's reagent / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme

1.1: tetrahydrofuran / Inert atmosphere 2.1: N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran; cyclohexane / 3.5 h / -78 °C / Inert atmosphere 2.2: 8 h / -78 - 20 °C / Inert atmosphere 3.1: Schwartz's reagent / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme

1.1: N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran; cyclohexane / 3.5 h / -78 °C / Inert atmosphere 1.2: 8 h / -78 - 20 °C / Inert atmosphere 2.1: Schwartz's reagent / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme

sodium tetrahydroborate in methanol T=0°C; Inert atmosphere;