1: 190 mg / CrCl2 / tetrahydrofuran / 20 °C 2: 96 percent / Pd(OAc)2; Ag2CO3; Et3N / CH2Cl2 / 24 h / 20 °C 3: 99 percent / DIBAL-H / toluene / 0.5 h / -78 °C 4: 86 percent / (R,R)-1,2-dimethylamido-ethylenedioxy-butyl-borane / CH2Cl2 / 2 h / -10 °C 5: PPh3; DEAD / tetrahydrofuran / 3 h / 20 °C 6: 93 mg / ammonium molybdate; aq. H2O2 / ethanol; tetrahydrofuran / 20 °C 7: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C 8: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 9: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme

1.1: 87 percent / (1R,2S)-ligand-chromium / 40 h / 20 °C 2.1: BH3*THF / tetrahydrofuran / 0 - 20 °C 2.2: 70 percent / aq. HCl / tetrahydrofuran / 3 h / Heating 3.1: (COCl)2; DMSO / CH2Cl2 / -78 °C 3.2: Et3N / CH2Cl2 / -78 - 20 °C 4.1: 71 percent / tetrahydrofuran; hexane / -78 - 20 °C 5.1: Bu3SnCu(Bu)CNLi2 / tetrahydrofuran; hexane / 0.25 h / -78 °C 5.2: DMPU / tetrahydrofuran; hexane / -78 - 20 °C 5.3: 80 percent / I2 / diethyl ether / 0 - 20 °C 6.1: 88 percent / Pd(PPh3)4 / benzene; tetrahydrofuran / 0.5 h / 60 - 70 °C 7.1: H2; Rh(acac)(CO)2; (S,R)-BINAPHOS / benzene / 60 h / 30 - 35 °C / 15201 Torr 8.1: 190 mg / CrCl2 / tetrahydrofuran / 20 °C 9.1: 96 percent / Pd(OAc)2; Ag2CO3; Et3N / CH2Cl2 / 24 h / 20 °C 10.1: 99 percent / DIBAL-H / toluene / 0.5 h / -78 °C 11.1: 86 percent / (R,R)-1,2-dimethylamido-ethylenedioxy-butyl-borane / CH2Cl2 / 2 h / -10 °C 12.1: PPh3; DEAD / tetrahydrofuran / 3 h / 20 °C 13.1: 93 mg / ammonium molybdate; aq. H2O2 / ethanol; tetrahydrofuran / 20 °C 14.1: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C 15.1: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 16.1: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme

1: 96 percent / Pd(OAc)2; Ag2CO3; Et3N / CH2Cl2 / 24 h / 20 °C 2: 99 percent / DIBAL-H / toluene / 0.5 h / -78 °C 3: 86 percent / (R,R)-1,2-dimethylamido-ethylenedioxy-butyl-borane / CH2Cl2 / 2 h / -10 °C 4: PPh3; DEAD / tetrahydrofuran / 3 h / 20 °C 5: 93 mg / ammonium molybdate; aq. H2O2 / ethanol; tetrahydrofuran / 20 °C 6: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C 7: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 8: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme

1: 86 percent / (R,R)-1,2-dimethylamido-ethylenedioxy-butyl-borane / CH2Cl2 / 2 h / -10 °C 2: PPh3; DEAD / tetrahydrofuran / 3 h / 20 °C 3: 93 mg / ammonium molybdate; aq. H2O2 / ethanol; tetrahydrofuran / 20 °C 4: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C 5: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 6: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme

1: 99 percent / DIBAL-H / toluene / 0.5 h / -78 °C 2: 86 percent / (R,R)-1,2-dimethylamido-ethylenedioxy-butyl-borane / CH2Cl2 / 2 h / -10 °C 3: PPh3; DEAD / tetrahydrofuran / 3 h / 20 °C 4: 93 mg / ammonium molybdate; aq. H2O2 / ethanol; tetrahydrofuran / 20 °C 5: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C 6: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 7: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme

1: PPh3; DEAD / tetrahydrofuran / 3 h / 20 °C 2: 93 mg / ammonium molybdate; aq. H2O2 / ethanol; tetrahydrofuran / 20 °C 3: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C 4: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 5: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme

1.1: BH3*THF / tetrahydrofuran / 0 - 20 °C 1.2: 70 percent / aq. HCl / tetrahydrofuran / 3 h / Heating 2.1: (COCl)2; DMSO / CH2Cl2 / -78 °C 2.2: Et3N / CH2Cl2 / -78 - 20 °C 3.1: 71 percent / tetrahydrofuran; hexane / -78 - 20 °C 4.1: Bu3SnCu(Bu)CNLi2 / tetrahydrofuran; hexane / 0.25 h / -78 °C 4.2: DMPU / tetrahydrofuran; hexane / -78 - 20 °C 4.3: 80 percent / I2 / diethyl ether / 0 - 20 °C 5.1: 88 percent / Pd(PPh3)4 / benzene; tetrahydrofuran / 0.5 h / 60 - 70 °C 6.1: H2; Rh(acac)(CO)2; (S,R)-BINAPHOS / benzene / 60 h / 30 - 35 °C / 15201 Torr 7.1: 190 mg / CrCl2 / tetrahydrofuran / 20 °C 8.1: 96 percent / Pd(OAc)2; Ag2CO3; Et3N / CH2Cl2 / 24 h / 20 °C 9.1: 99 percent / DIBAL-H / toluene / 0.5 h / -78 °C 10.1: 86 percent / (R,R)-1,2-dimethylamido-ethylenedioxy-butyl-borane / CH2Cl2 / 2 h / -10 °C 11.1: PPh3; DEAD / tetrahydrofuran / 3 h / 20 °C 12.1: 93 mg / ammonium molybdate; aq. H2O2 / ethanol; tetrahydrofuran / 20 °C 13.1: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C 14.1: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 15.1: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme

1: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C 2: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 3: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme

1.1: BH3*THF / tetrahydrofuran / 0 °C 1.2: 94 percent / 30percent aq. H2O2; 3 N aq. NaOH / 0 - 20 °C 2.1: 2,6-lutidine / CH2Cl2 / -30 °C 3.1: H2 / Pd/C 4.1: 97 percent / TPAP; NMO / CH2Cl2 / 2 h / 20 °C 5.1: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C 6.1: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 7.1: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme

1: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C 2: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 3: 87 percent / O2; NaHCO3 / Pt / H2O; acetone; propan-2-ol / 50 °C View Scheme