trifluoroacetic acid T=0°C; 2 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

1: dipyridinium dichromate / dichloromethane / 20 °C / |Molecular sieve 2: palladium 10 on activated carbon; hydrogen / methanol / 24 h / 65 °C / 45603.1 Torr View Scheme

1: pyrrolidine / toluene / 20 °C 2: dipyridinium dichromate / dichloromethane / 20 °C / |Molecular sieve 3: palladium 10 on activated carbon; hydrogen / methanol / 24 h / 65 °C / 45603.1 Torr View Scheme

1: 44 percent / NaBH4 / ethanol / 1 h / -30 - -20 °C 2: 89 percent / imidazole / tetrahydrofuran / 4.5 h / Ambient temperature 4: 76 percent / DEAD, Ph3P / tetrahydrofuran 5: 78 percent / aq. AcOH / tetrahydrofuran / Ambient temperature 6: 80 percent / CrO3, H2SO4 / acetone / 0.5 h / Ambient temperature 7: 90 percent / aq. MeNH2 / ethanol / 1.5 h / Ambient temperature View Scheme

1: 89 percent / imidazole / tetrahydrofuran / 4.5 h / Ambient temperature 3: 76 percent / DEAD, Ph3P / tetrahydrofuran 4: 78 percent / aq. AcOH / tetrahydrofuran / Ambient temperature 5: 80 percent / CrO3, H2SO4 / acetone / 0.5 h / Ambient temperature 6: 90 percent / aq. MeNH2 / ethanol / 1.5 h / Ambient temperature View Scheme

1: 76 percent / DEAD, Ph3P / tetrahydrofuran 2: 78 percent / aq. AcOH / tetrahydrofuran / Ambient temperature 3: 80 percent / CrO3, H2SO4 / acetone / 0.5 h / Ambient temperature 4: 90 percent / aq. MeNH2 / ethanol / 1.5 h / Ambient temperature View Scheme

1: 80 percent / CrO3, H2SO4 / acetone / 0.5 h / Ambient temperature 2: 90 percent / aq. MeNH2 / ethanol / 1.5 h / Ambient temperature View Scheme

1: 78 percent / aq. AcOH / tetrahydrofuran / Ambient temperature 2: 80 percent / CrO3, H2SO4 / acetone / 0.5 h / Ambient temperature 3: 90 percent / aq. MeNH2 / ethanol / 1.5 h / Ambient temperature View Scheme