1: 48percent HF / acetonitrile / 24 h / 23 °C 2: Et3N, oxalyl chloride, DMSO / CH2Cl2 / 2 h / -78 °C 3: 1.) NaClO2, 20percent aq. NaH2PO4, 2.) 1,3-propanedithiol, HCl / 1.) t-BuOH, 2-methyl-2-butene, 23 deg C, 1 h, 2.) CF3CH2OH, 50-55 deg C, 7.5 h 4: 93 percent / Et3N, bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH2Cl2 / 0.5 h / 23 °C View Scheme

1.1: 60 percent / K2OsO2(OH)4; hydroquinine 1,4-phthalazinediyl diether; aq. N-methylmorpholine N-oxide / 2-methyl-propan-2-ol / 49 h / 20 °C 2.1: BF3*OEt2 / CH2Cl2 / 1.83 h / 20 °C 3.1: acetyl bromide / CH2Cl2 / 2.5 h / 20 °C 4.1: 85 percent / sodium azide / dimethylsulfoxide / 11 h / 20 °C 5.1: H2; 20 percent Pd(OH)2/C; HCl / methanol; dioxane / 8 h / 20 °C 5.2: 89 percent / p-TsOH*H2O / toluene / 2.75 h / Heating 6.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran; hexane / 0.75 h / -78.8 °C 6.2: dimethylaluminum chloride / tetrahydrofuran; hexane / 1 h / -78.8 °C 6.3: tetrahydrofuran; hexane / -85 - -20 °C 7.1: H2; 20 percent Pd(OH)2/C / methanol; acetic acid / 75 h / 20 °C / 2585.74 Torr 8.1: 93 percent / 0.6 N aq. NaOH / 20 h / 4 °C 9.1: 79 percent / triethylamine; isopropenyl chloroformate / tetrahydrofuran / 1.25 h / 0 - 20 °C View Scheme

1.1: BF3*OEt2 / CH2Cl2 / 1.83 h / 20 °C 2.1: acetyl bromide / CH2Cl2 / 2.5 h / 20 °C 3.1: 85 percent / sodium azide / dimethylsulfoxide / 11 h / 20 °C 4.1: H2; 20 percent Pd(OH)2/C; HCl / methanol; dioxane / 8 h / 20 °C 4.2: 89 percent / p-TsOH*H2O / toluene / 2.75 h / Heating 5.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran; hexane / 0.75 h / -78.8 °C 5.2: dimethylaluminum chloride / tetrahydrofuran; hexane / 1 h / -78.8 °C 5.3: tetrahydrofuran; hexane / -85 - -20 °C 6.1: H2; 20 percent Pd(OH)2/C / methanol; acetic acid / 75 h / 20 °C / 2585.74 Torr 7.1: 93 percent / 0.6 N aq. NaOH / 20 h / 4 °C 8.1: 79 percent / triethylamine; isopropenyl chloroformate / tetrahydrofuran / 1.25 h / 0 - 20 °C View Scheme

1.1: 85 percent / sodium azide / dimethylsulfoxide / 11 h / 20 °C 2.1: H2; 20 percent Pd(OH)2/C; HCl / methanol; dioxane / 8 h / 20 °C 2.2: 89 percent / p-TsOH*H2O / toluene / 2.75 h / Heating 3.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran; hexane / 0.75 h / -78.8 °C 3.2: dimethylaluminum chloride / tetrahydrofuran; hexane / 1 h / -78.8 °C 3.3: tetrahydrofuran; hexane / -85 - -20 °C 4.1: H2; 20 percent Pd(OH)2/C / methanol; acetic acid / 75 h / 20 °C / 2585.74 Torr 5.1: 93 percent / 0.6 N aq. NaOH / 20 h / 4 °C 6.1: 79 percent / triethylamine; isopropenyl chloroformate / tetrahydrofuran / 1.25 h / 0 - 20 °C View Scheme

1.1: H2; 20 percent Pd(OH)2/C; HCl / methanol; dioxane / 8 h / 20 °C 1.2: 89 percent / p-TsOH*H2O / toluene / 2.75 h / Heating 2.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran; hexane / 0.75 h / -78.8 °C 2.2: dimethylaluminum chloride / tetrahydrofuran; hexane / 1 h / -78.8 °C 2.3: tetrahydrofuran; hexane / -85 - -20 °C 3.1: H2; 20 percent Pd(OH)2/C / methanol; acetic acid / 75 h / 20 °C / 2585.74 Torr 4.1: 93 percent / 0.6 N aq. NaOH / 20 h / 4 °C 5.1: 79 percent / triethylamine; isopropenyl chloroformate / tetrahydrofuran / 1.25 h / 0 - 20 °C View Scheme

1: H2; 20 percent Pd(OH)2/C / methanol; acetic acid / 75 h / 20 °C / 2585.74 Torr 2: 93 percent / 0.6 N aq. NaOH / 20 h / 4 °C 3: 79 percent / triethylamine; isopropenyl chloroformate / tetrahydrofuran / 1.25 h / 0 - 20 °C View Scheme

1: HCOONH4 / Pd black 2: NaOH; H2O 3: bis(2-oxo-3-oxazolidinyl)phosphonic chloride View Scheme

1: O3; Me2S 2: NaClO2; NaH2PO4 3: HCOONH4 / Pd black 4: NaOH; H2O 5: bis(2-oxo-3-oxazolidinyl)phosphonic chloride View Scheme

1: LiOH, H2O / tetrahydrofuran / 0.5 h / 23 °C 2: bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et3N / CH2Cl2 / 0.5 h / 23 °C 3: 62 percent / ceric ammonium nitrate, H2O / acetonitrile / 1 h / 23 °C View Scheme

1: 87 percent / TFA, H2O / 4 h / 50 °C 2: LiOH, H2O / tetrahydrofuran / 0.5 h / 23 °C 3: bis(2-oxo-3-oxazolidinyl)phosphinic chloride, Et3N / CH2Cl2 / 0.5 h / 23 °C 4: 62 percent / ceric ammonium nitrate, H2O / acetonitrile / 1 h / 23 °C View Scheme