1.1: BuLi / tetrahydrofuran / -78 °C 1.2: Cp2ZrCl2 / tetrahydrofuran / -78 - 20 °C 2.1: 76 percent / NaOH View Scheme

1: 95 percent / Ti(IV) complex with (R)-(-)-binaphthyl amino alcohol 2: 100 percent / LiOH / methanol; H2O 3: 98 percent / (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, DIEA 4: 93 percent / LiOH 5: 62 percent / DIAD, PPh3, TsOH*H2O / tetrahydrofuran / 2 h / 0 °C 6: 84 percent / I2 / methanol; H2O View Scheme

1.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / -78 °C 1.2: 1 h / -78 °C 2.1: 4-(N,N-dimethlyamino)pyridine / dichloromethane / 0.08 h 2.2: 1 h 3.1: 4-(N,N-dimethlyamino)pyridine; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 °C 3.2: 0 - 20 °C 4.1: lithium hydroxide hydrate / tetrahydrofuran; water / 1.25 h / 0 °C 5.1: diethylamine / dichloromethane / 3 h / 20 °C 6.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C 7.1: tri-iso-propylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C 8.1: 4-(N,N-dimethlyamino)pyridine; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C View Scheme