1: NaH / tetrahydrofuran / 0.5 h / 25 °C 2: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h 3: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature 4: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight 5: 96 percent / CSA / 24 h / Ambient temperature 6: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature 7: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating View Scheme

1: acetone / 18 h / Heating 2: NaH / tetrahydrofuran / 0.5 h / 25 °C 3: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h 4: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature 5: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight 6: 96 percent / CSA / 24 h / Ambient temperature 7: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature 8: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating View Scheme

1: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h 2: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature 3: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight 4: 96 percent / CSA / 24 h / Ambient temperature 5: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature 6: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating View Scheme

1: 72 percent / OsO4, NMO, H2O / acetone; 2-methyl-propan-2-ol / 12 h / Ambient temperature 2: 98 percent / CSA / acetonitrile; CH2Cl2 / 1 h / Ambient temperature 3: OsO4, NMO, aq. NaHCO3, MeSO2NH2 / tetrahydrofuran; 2-methyl-propan-2-ol / 144 h / 40 °C 4: 82 percent / pyridine, NaHCO3, H5IO6 / tetrahydrofuran / 24 h / Ambient temperature 5: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h 6: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature 7: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight 8: 96 percent / CSA / 24 h / Ambient temperature 9: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature 10: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating View Scheme

1: 80 percent / pyridine hydrochloride, LiBr / N,N-dimethyl-acetamide / 4 h / 160 °C 2: 72 percent / OsO4, NMO, H2O / acetone; 2-methyl-propan-2-ol / 12 h / Ambient temperature 3: 98 percent / CSA / acetonitrile; CH2Cl2 / 1 h / Ambient temperature 4: OsO4, NMO, aq. NaHCO3, MeSO2NH2 / tetrahydrofuran; 2-methyl-propan-2-ol / 144 h / 40 °C 5: 82 percent / pyridine, NaHCO3, H5IO6 / tetrahydrofuran / 24 h / Ambient temperature 6: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h 7: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature 8: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight 9: 96 percent / CSA / 24 h / Ambient temperature 10: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature 11: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating View Scheme

1: 98 percent / CSA / acetonitrile; CH2Cl2 / 1 h / Ambient temperature 2: OsO4, NMO, aq. NaHCO3, MeSO2NH2 / tetrahydrofuran; 2-methyl-propan-2-ol / 144 h / 40 °C 3: 82 percent / pyridine, NaHCO3, H5IO6 / tetrahydrofuran / 24 h / Ambient temperature 4: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h 5: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature 6: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight 7: 96 percent / CSA / 24 h / Ambient temperature 8: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature 9: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating View Scheme

1: CrO3, H2SO4 / acetone 2: 80 percent / pyridine hydrochloride, LiBr / N,N-dimethyl-acetamide / 4 h / 160 °C 3: 72 percent / OsO4, NMO, H2O / acetone; 2-methyl-propan-2-ol / 12 h / Ambient temperature 4: 98 percent / CSA / acetonitrile; CH2Cl2 / 1 h / Ambient temperature 5: OsO4, NMO, aq. NaHCO3, MeSO2NH2 / tetrahydrofuran; 2-methyl-propan-2-ol / 144 h / 40 °C 6: 82 percent / pyridine, NaHCO3, H5IO6 / tetrahydrofuran / 24 h / Ambient temperature 7: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h 8: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature 9: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight 10: 96 percent / CSA / 24 h / Ambient temperature 11: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature 12: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating View Scheme

1: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h 2: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature 3: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight 4: 96 percent / CSA / 24 h / Ambient temperature 5: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature 6: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating View Scheme

1: 82 percent / pyridine, NaHCO3, H5IO6 / tetrahydrofuran / 24 h / Ambient temperature 2: 80 percent / LDA / tetrahydrofuran / 1.) -40 to -50 deg C, 30 min, 2.) -75 deg C, 14 h 3: 83 percent / H2, pyridine / 10percent Pd/C / ethanol; tetrahydrofuran / 14 h / 2585.7 Torr / Ambient temperature 4: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight 5: 96 percent / CSA / 24 h / Ambient temperature 6: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature 7: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating View Scheme

1: 99 percent / LAH / tetrahydrofuran / 1.) r.t. 2 h, 2.) reflux, overnight 2: 96 percent / CSA / 24 h / Ambient temperature 3: 91 percent / CrO3, pyridine / CH2Cl2 / 48 h / Ambient temperature 4: 72 percent / <(C6H5)3P>3RhCl / benzene / 5 h / Heating View Scheme