1: 67 percent / NaCl, H2O / dimethylsulfoxide / 8 h / Heating 2: 97 percent / 5percent KOH / methanol; H2O 3: NEt3 / tetrahydrofuran / 0.75 h / -10 °C 4: 59 percent / tetrahydrofuran / Ambient temperature 5: 49 percent / NaBH4, acetic acid / tetrahydrofuran / 3.5 h / Heating 6: 61 percent / PPh3, n-Bu3N / Pd(OAc)2 / hexamethylphosphoric acid triamide / 5 h / 100 °C View Scheme

1: 67 percent / NaCl, H2O / dimethylsulfoxide / 8 h / Heating 2: 97 percent / 5percent KOH / methanol; H2O 3: NEt3 / tetrahydrofuran / 0.75 h / -10 °C 4: NaBH4, H2O / tetrahydrofuran / 1.) 0 deg C, 50 min.; 2.) room temp., 50 min. View Scheme

1: 67 percent / NaCl, H2O / dimethylsulfoxide / 8 h / Heating 2: 97 percent / 5percent KOH / methanol; H2O 3: NEt3 / tetrahydrofuran / 0.75 h / -10 °C 4: 59 percent / tetrahydrofuran / Ambient temperature 5: 49 percent / NaBH4, acetic acid / tetrahydrofuran / 3.5 h / Heating 6: 61 percent / PPh3, n-Bu3N / Pd(OAc)2 / hexamethylphosphoric acid triamide / 5 h / 100 °C 7: 90 percent / H2 / PtO2 / ethanol View Scheme