1.1: 69 percent / H2; Et3N / Pd/C / ethyl acetate / 9 h / 20 °C / 750.08 Torr 2.1: 94 percent / DBU / dimethylformamide / 2 h / -40 - 20 °C 3.1: 94 percent / H2; Et3N / Pd/C / ethyl acetate / 3 h / 20 °C / 750.08 Torr 4.1: NaIO4; RuCl3*xH2O / CCl4; acetonitrile; H2O / 2 h / 20 °C 4.2: tetrahydrofuran; methanol / 65 h / 20 °C View Scheme

1.1: 69 percent / H2; Et3N / Pd/C / ethyl acetate / 9 h / 20 °C / 750.08 Torr 2.1: 94 percent / DBU / dimethylformamide / 2 h / -40 - 20 °C 3.1: 94 percent / H2; Et3N / Pd/C / ethyl acetate / 3 h / 20 °C / 750.08 Torr 4.1: NaIO4; RuCl3*xH2O / CCl4; acetonitrile; H2O / 2 h / 20 °C 4.2: tetrahydrofuran; methanol / 65 h / 20 °C View Scheme