1: With hydrogenchloride in diethyl ether; ethyl acetate 0.25 h; 2: With sodium hydroxide in diethyl ether; water; ethyl acetate

lithium aluminium tetrahydride in tetrahydrofuran 4 h; Heating;

1.1: 77 percent / NBS; Ph3P / CH2Cl2 / 12 h / 20 °C 2.1: 77 percent / K2CO3; KI / dimethylformamide / 8 h / 90 °C 3.1: tetrahydrofuran / 8 h / 20 °C 3.2: p-ABSA; DBU / tetrahydrofuran / 8 h / 20 °C 3.3: 70 percent / aq. LiOH / tetrahydrofuran / 3 h / 20 °C 4.1: 88 percent / Rh2(OAc)4 / CH2Cl2 / 0.25 h / 20 °C 5.1: 74 percent / CF3COOH / 2 h / 40 - 50 °C 6.1: 78 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating View Scheme

1.1: 77 percent / K2CO3; KI / dimethylformamide / 8 h / 90 °C 2.1: tetrahydrofuran / 8 h / 20 °C 2.2: p-ABSA; DBU / tetrahydrofuran / 8 h / 20 °C 2.3: 70 percent / aq. LiOH / tetrahydrofuran / 3 h / 20 °C 3.1: 88 percent / Rh2(OAc)4 / CH2Cl2 / 0.25 h / 20 °C 4.1: 74 percent / CF3COOH / 2 h / 40 - 50 °C 5.1: 78 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating View Scheme

1.1: tetrahydrofuran / 8 h / 20 °C 1.2: p-ABSA; DBU / tetrahydrofuran / 8 h / 20 °C 1.3: 70 percent / aq. LiOH / tetrahydrofuran / 3 h / 20 °C 2.1: 88 percent / Rh2(OAc)4 / CH2Cl2 / 0.25 h / 20 °C 3.1: 74 percent / CF3COOH / 2 h / 40 - 50 °C 4.1: 78 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating View Scheme

1: 88 percent / Rh2(OAc)4 / CH2Cl2 / 0.25 h / 20 °C 2: 74 percent / CF3COOH / 2 h / 40 - 50 °C 3: 78 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating View Scheme

1: 74 percent / CF3COOH / 2 h / 40 - 50 °C 2: 78 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating View Scheme