1: 88 percent / H2 / Raney Ni / methanol 2: 1.) imidazole, 2.) NaH / DMF 3: 70 percent / NaBH4 / ethanol 4: 88 percent / (COCl)2, DMSO, Et3N / CH2Cl2 5: Ph3P, DEAD / dimethylformamide 7: 99 percent / RuO4 / CH2Cl2; CCl4 8: NaH / 1,2-dimethoxy-ethane 9: 1.) p-TSOH, AC2O, 2.) K2CO3 / 2.) benzene 10: 80 percent / pyridine / 38 °C 11: 1.) CH3CH=C(CH3)2, NaOCl2-NaH2PO4, 2.) (i-Pr)2NEt / 1.) t-BuOH, H2O; 2.) CH2Cl2 12: 75 percent / NaBH4 / tetrahydrofuran; various solvent(s) View Scheme

2: 88 percent / H2 / Raney Ni / methanol 3: 1.) imidazole, 2.) NaH / DMF 4: 70 percent / NaBH4 / ethanol 5: 88 percent / (COCl)2, DMSO, Et3N / CH2Cl2 6: Ph3P, DEAD / dimethylformamide 8: 99 percent / RuO4 / CH2Cl2; CCl4 9: NaH / 1,2-dimethoxy-ethane 10: 1.) p-TSOH, AC2O, 2.) K2CO3 / 2.) benzene 11: 80 percent / pyridine / 38 °C 12: 1.) CH3CH=C(CH3)2, NaOCl2-NaH2PO4, 2.) (i-Pr)2NEt / 1.) t-BuOH, H2O; 2.) CH2Cl2 13: 75 percent / NaBH4 / tetrahydrofuran; various solvent(s) View Scheme

1: 1.) imidazole, 2.) NaH / DMF 2: 70 percent / NaBH4 / ethanol 3: 88 percent / (COCl)2, DMSO, Et3N / CH2Cl2 4: Ph3P, DEAD / dimethylformamide 6: 99 percent / RuO4 / CH2Cl2; CCl4 7: NaH / 1,2-dimethoxy-ethane 8: 1.) p-TSOH, AC2O, 2.) K2CO3 / 2.) benzene 9: 80 percent / pyridine / 38 °C 10: 1.) CH3CH=C(CH3)2, NaOCl2-NaH2PO4, 2.) (i-Pr)2NEt / 1.) t-BuOH, H2O; 2.) CH2Cl2 11: 75 percent / NaBH4 / tetrahydrofuran; various solvent(s) View Scheme

1: 70 percent / NaBH4 / ethanol 2: 88 percent / (COCl)2, DMSO, Et3N / CH2Cl2 3: Ph3P, DEAD / dimethylformamide 5: 99 percent / RuO4 / CH2Cl2; CCl4 6: NaH / 1,2-dimethoxy-ethane 7: 1.) p-TSOH, AC2O, 2.) K2CO3 / 2.) benzene 8: 80 percent / pyridine / 38 °C 9: 1.) CH3CH=C(CH3)2, NaOCl2-NaH2PO4, 2.) (i-Pr)2NEt / 1.) t-BuOH, H2O; 2.) CH2Cl2 10: 75 percent / NaBH4 / tetrahydrofuran; various solvent(s) View Scheme

1: 99 percent / RuO4 / CH2Cl2; CCl4 2: NaH / 1,2-dimethoxy-ethane 3: 1.) p-TSOH, AC2O, 2.) K2CO3 / 2.) benzene 4: 80 percent / pyridine / 38 °C 5: 1.) CH3CH=C(CH3)2, NaOCl2-NaH2PO4, 2.) (i-Pr)2NEt / 1.) t-BuOH, H2O; 2.) CH2Cl2 6: 75 percent / NaBH4 / tetrahydrofuran; various solvent(s) View Scheme

1: NaH / 1,2-dimethoxy-ethane 2: 1.) p-TSOH, AC2O, 2.) K2CO3 / 2.) benzene 3: 80 percent / pyridine / 38 °C 4: 1.) CH3CH=C(CH3)2, NaOCl2-NaH2PO4, 2.) (i-Pr)2NEt / 1.) t-BuOH, H2O; 2.) CH2Cl2 5: 75 percent / NaBH4 / tetrahydrofuran; various solvent(s) View Scheme

1: 88 percent / (COCl)2, DMSO, Et3N / CH2Cl2 2: Ph3P, DEAD / dimethylformamide 4: 99 percent / RuO4 / CH2Cl2; CCl4 5: NaH / 1,2-dimethoxy-ethane 6: 1.) p-TSOH, AC2O, 2.) K2CO3 / 2.) benzene 7: 80 percent / pyridine / 38 °C 8: 1.) CH3CH=C(CH3)2, NaOCl2-NaH2PO4, 2.) (i-Pr)2NEt / 1.) t-BuOH, H2O; 2.) CH2Cl2 9: 75 percent / NaBH4 / tetrahydrofuran; various solvent(s) View Scheme

1: 1.) CH3CH=C(CH3)2, NaOCl2-NaH2PO4, 2.) (i-Pr)2NEt / 1.) t-BuOH, H2O; 2.) CH2Cl2 2: 75 percent / NaBH4 / tetrahydrofuran; various solvent(s) View Scheme

1: Ph3P, DEAD / dimethylformamide 3: 99 percent / RuO4 / CH2Cl2; CCl4 4: NaH / 1,2-dimethoxy-ethane 5: 1.) p-TSOH, AC2O, 2.) K2CO3 / 2.) benzene 6: 80 percent / pyridine / 38 °C 7: 1.) CH3CH=C(CH3)2, NaOCl2-NaH2PO4, 2.) (i-Pr)2NEt / 1.) t-BuOH, H2O; 2.) CH2Cl2 8: 75 percent / NaBH4 / tetrahydrofuran; various solvent(s) View Scheme

1: 1.) p-TSOH, AC2O, 2.) K2CO3 / 2.) benzene 2: 80 percent / pyridine / 38 °C 3: 1.) CH3CH=C(CH3)2, NaOCl2-NaH2PO4, 2.) (i-Pr)2NEt / 1.) t-BuOH, H2O; 2.) CH2Cl2 4: 75 percent / NaBH4 / tetrahydrofuran; various solvent(s) View Scheme