1.1: LDA; ZnCl2 / tetrahydrofuran / -78 - -40 °C 1.2: tetrahydrofuran / 1 h / -50 °C 2.1: 2,6-lutidine / CH2Cl2 / 0 - 20 °C 3.1: H2O; acetic acid / 20 °C 4.1: 2,4,6-trichlorobenzoyl chloride; TEA; DMAP / tetrahydrofuran; toluene / 1 h / 20 °C 4.2: 70 percent / H2SiF6 / 2-methyl-propan-2-ol; acetonitrile; CH2Cl2 / 24 h / 20 °C 5.1: 93 percent / oxalyl chloride; TEA; DMSO / CH2Cl2 / -78 °C 6.1: 60 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C 7.1: 92 percent / TFA / CH2Cl2 / 1 h / 0 °C 8.1: 56 percent / methyl(trifluoromethyl)dioxirane / acetonitrile / 0 °C View Scheme

1.1: 98 percent / 1,2-lutidine / CH2Cl2 / 0 - 20 °C 2.1: 94 percent / NaI / acetone / Heating 3.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C 3.2: 68 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - -30 °C 4.1: DIBALH / CH2Cl2 / -30 °C 5.1: SO3*Py; TEA / CH2Cl2 / 0 °C 6.1: LDA; ZnCl2 / tetrahydrofuran / -78 - -40 °C 6.2: tetrahydrofuran / 1 h / -50 °C 7.1: 2,6-lutidine / CH2Cl2 / 0 - 20 °C 8.1: H2O; acetic acid / 20 °C 9.1: 2,4,6-trichlorobenzoyl chloride; TEA; DMAP / tetrahydrofuran; toluene / 1 h / 20 °C 9.2: 70 percent / H2SiF6 / 2-methyl-propan-2-ol; acetonitrile; CH2Cl2 / 24 h / 20 °C 10.1: 93 percent / oxalyl chloride; TEA; DMSO / CH2Cl2 / -78 °C 11.1: 60 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C 12.1: 92 percent / TFA / CH2Cl2 / 1 h / 0 °C 13.1: 56 percent / methyl(trifluoromethyl)dioxirane / acetonitrile / 0 °C View Scheme

1.1: 94 percent / NaI / acetone / Heating 2.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C 2.2: 68 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - -30 °C 3.1: DIBALH / CH2Cl2 / -30 °C 4.1: SO3*Py; TEA / CH2Cl2 / 0 °C 5.1: LDA; ZnCl2 / tetrahydrofuran / -78 - -40 °C 5.2: tetrahydrofuran / 1 h / -50 °C 6.1: 2,6-lutidine / CH2Cl2 / 0 - 20 °C 7.1: H2O; acetic acid / 20 °C 8.1: 2,4,6-trichlorobenzoyl chloride; TEA; DMAP / tetrahydrofuran; toluene / 1 h / 20 °C 8.2: 70 percent / H2SiF6 / 2-methyl-propan-2-ol; acetonitrile; CH2Cl2 / 24 h / 20 °C 9.1: 93 percent / oxalyl chloride; TEA; DMSO / CH2Cl2 / -78 °C 10.1: 60 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C 11.1: 92 percent / TFA / CH2Cl2 / 1 h / 0 °C 12.1: 56 percent / methyl(trifluoromethyl)dioxirane / acetonitrile / 0 °C View Scheme

1: 93 percent / oxalyl chloride; TEA; DMSO / CH2Cl2 / -78 °C 2: 60 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C 3: 92 percent / TFA / CH2Cl2 / 1 h / 0 °C 4: 56 percent / methyl(trifluoromethyl)dioxirane / acetonitrile / 0 °C View Scheme

1: 60 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C 2: 92 percent / TFA / CH2Cl2 / 1 h / 0 °C 3: 56 percent / methyl(trifluoromethyl)dioxirane / acetonitrile / 0 °C View Scheme

1.1: DIBALH / CH2Cl2 / -30 °C 2.1: SO3*Py; TEA / CH2Cl2 / 0 °C 3.1: LDA; ZnCl2 / tetrahydrofuran / -78 - -40 °C 3.2: tetrahydrofuran / 1 h / -50 °C 4.1: 2,6-lutidine / CH2Cl2 / 0 - 20 °C 5.1: H2O; acetic acid / 20 °C 6.1: 2,4,6-trichlorobenzoyl chloride; TEA; DMAP / tetrahydrofuran; toluene / 1 h / 20 °C 6.2: 70 percent / H2SiF6 / 2-methyl-propan-2-ol; acetonitrile; CH2Cl2 / 24 h / 20 °C 7.1: 93 percent / oxalyl chloride; TEA; DMSO / CH2Cl2 / -78 °C 8.1: 60 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C 9.1: 92 percent / TFA / CH2Cl2 / 1 h / 0 °C 10.1: 56 percent / methyl(trifluoromethyl)dioxirane / acetonitrile / 0 °C View Scheme

1: 75 percent / n-BuLi / tetrahydrofuran / -78 °C 2: 87 percent / HF, splinters of glass / acetonitrile / 0 °C 3: 78 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / Ambient temperature 4: 83 percent / NaNH2 / tetrahydrofuran / 0.33 h / Ambient temperature 5: 99 percent / TBAF, 4 Angstroem molecular sieves / tetrahydrofuran / -78 °C 6: 80 percent / DCC, 4-DMAP / CH2Cl2 / 12 h / Ambient temperature 7: 94 percent / <RuCHPh>Cl2*(PCy3)2 / CH2Cl2 / 12 h / Ambient temperature 8: 65 percent / HF / acetonitrile; diethyl ether / 12 h / Ambient temperature 9: 48 percent / dimethyl dioxirane / CH2Cl2 / 2 h / -35 °C View Scheme

1: 70 percent / LDA / tetrahydrofuran / -78 °C 2: 88 percent / PPTS / methanol / 36 h / Ambient temperature 3: 96 percent / 2,6-lutidine / CH2Cl2 / -78 °C 4: 82 percent / CSA / methanol; CH2Cl2 / 5 h / 0 °C 5: 79 percent / PDC / dimethylformamide / 36 h / Ambient temperature 6: 80 percent / DCC, 4-DMAP / CH2Cl2 / 12 h / Ambient temperature 7: 94 percent / <RuCHPh>Cl2*(PCy3)2 / CH2Cl2 / 12 h / Ambient temperature 8: 65 percent / HF / acetonitrile; diethyl ether / 12 h / Ambient temperature 9: 48 percent / dimethyl dioxirane / CH2Cl2 / 2 h / -35 °C View Scheme

1: 96 percent / 2,6-lutidine / CH2Cl2 / -78 °C 2: 82 percent / CSA / methanol; CH2Cl2 / 5 h / 0 °C 3: 79 percent / PDC / dimethylformamide / 36 h / Ambient temperature 4: 80 percent / DCC, 4-DMAP / CH2Cl2 / 12 h / Ambient temperature 5: 94 percent / <RuCHPh>Cl2*(PCy3)2 / CH2Cl2 / 12 h / Ambient temperature 6: 65 percent / HF / acetonitrile; diethyl ether / 12 h / Ambient temperature 7: 48 percent / dimethyl dioxirane / CH2Cl2 / 2 h / -35 °C View Scheme

1: 70 percent / O3, PPh3 / CH2Cl2 / -78 °C 2: 75 percent / n-BuLi / tetrahydrofuran / -78 °C 3: 87 percent / HF, splinters of glass / acetonitrile / 0 °C 4: 78 percent / Dess-Martin periodinane / CH2Cl2 / 1 h / Ambient temperature 5: 83 percent / NaNH2 / tetrahydrofuran / 0.33 h / Ambient temperature 6: 99 percent / TBAF, 4 Angstroem molecular sieves / tetrahydrofuran / -78 °C 7: 80 percent / DCC, 4-DMAP / CH2Cl2 / 12 h / Ambient temperature 8: 94 percent / <RuCHPh>Cl2*(PCy3)2 / CH2Cl2 / 12 h / Ambient temperature 9: 65 percent / HF / acetonitrile; diethyl ether / 12 h / Ambient temperature 10: 48 percent / dimethyl dioxirane / CH2Cl2 / 2 h / -35 °C View Scheme