water; acetic acid in tetrahydrofuran 14 h; Ambient temperature;

1: 90 percent / imidazole / dimethylformamide / 14 h / Ambient temperature 2: 1.) LDA / 1.) THF, -70 deg C, 1 h, 2.) -70 deg C, 1 h 3: 100 percent / NaBH4 / ethanol / 14 h / Ambient temperature 4: 92 percent / pyridine / 16 h / Ambient temperature 5: 86 percent / H2 / 10percent Pd-C / ethanol / 6 h / 55 °C / 760 Torr 6: 72 percent / AcOH, H2O / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 100 percent / NaBH4 / ethanol / 14 h / Ambient temperature 2: 92 percent / pyridine / 16 h / Ambient temperature 3: 86 percent / H2 / 10percent Pd-C / ethanol / 6 h / 55 °C / 760 Torr 4: 72 percent / AcOH, H2O / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 92 percent / pyridine / 16 h / Ambient temperature 2: 86 percent / H2 / 10percent Pd-C / ethanol / 6 h / 55 °C / 760 Torr 3: 72 percent / AcOH, H2O / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 86 percent / H2 / 10percent Pd-C / ethanol / 6 h / 55 °C / 760 Torr 2: 72 percent / AcOH, H2O / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 1.) LDA / 1.) THF, -70 deg C, 1 h, 2.) -70 deg C, 1 h 2: 100 percent / NaBH4 / ethanol / 14 h / Ambient temperature 3: 92 percent / pyridine / 16 h / Ambient temperature 4: 86 percent / H2 / 10percent Pd-C / ethanol / 6 h / 55 °C / 760 Torr 5: 72 percent / AcOH, H2O / tetrahydrofuran / 14 h / Ambient temperature View Scheme