1: NaBH4 / ethanol; various solvent(s) / 0.5 h / 45 - 55 °C 2: TFA / CH2Cl2 / 1 h / Heating 3: TFA, AcOH / 0.5 h / Heating View Scheme

1: NaBH4 / ethanol; various solvent(s) / 0.5 h / 45 - 55 °C 2: TFA / CH2Cl2 / 1 h / Heating 3: TFA, AcOH / 0.5 h / Heating 4: 62 percent / K2CO3, KI / various solvent(s) / 16 h / Heating View Scheme

1: NaBH4 / ethanol; various solvent(s) / 0.5 h / 45 - 55 °C 2: TFA / CH2Cl2 / 1 h / Heating 3: TFA, AcOH / 0.5 h / Heating 4: H2, AcOH / PtO2 / ethanol / 16 h / 1900 - 2280 Torr 5: 87 percent / K2CO3, KI / various solvent(s) / 16 h / Heating View Scheme

1: NaBH4 / ethanol; various solvent(s) / 0.5 h / 45 - 55 °C 2: TFA / CH2Cl2 / 1 h / Heating View Scheme

1: NaBH4 / ethanol; various solvent(s) / 0.5 h / 45 - 55 °C 2: TFA / CH2Cl2 / 1 h / Heating 3: TFA, AcOH / 0.5 h / Heating 4: H2, AcOH / PtO2 / ethanol / 16 h / 1900 - 2280 Torr View Scheme