1: With quinoline; hydrogen in hexane; toluene T=20°C; P=760.051 Torr; 1 h; 2: With tetrabutyl ammonium fluoride; water in ethyl acetate T=20°C; 0.25 h; stereoselective reaction;

1: tetrabutyl ammonium fluoride; water / ethyl acetate / 0.17 h / 20 °C 2: 10 palladium on activated charcoal; hydrogen; ethylenediamine / methanol / 1 h / 20 °C / 760.05 Torr View Scheme

1: With quinoline; hydrogen in hexane; toluene T=20°C; P=760.051 Torr; 1 h; 2: With tetrabutyl ammonium fluoride; water in ethyl acetate T=20°C; 0.25 h; stereoselective reaction;

1: 74 percent / H2 / 5percent Pd/C, ethylenediamine / methanol / 0.42 h / 760 Torr 2: 95 percent / 70percent aq. TBAF / ethyl acetate / 0.5 h View Scheme