1: TPAP; NMO; 4 Angstroem molecular sieves / CH2Cl2 / 0.17 h / 20 °C 2: K2CO3 / methanol / 1 h / 20 °C 3: 95 percent / BCl3*SMe2 / CH2Cl2 / 0.25 h / 20 °C View Scheme

1: 97 percent / (COCl)2; DMSO; Et3N / CH2Cl2 2: 73 percent / HMDS; n-BuLi; I2 / tetrahydrofuran / 0.17 h / -78 °C View Scheme

1.1: TPAP; NMO; 4 Angstroem molecular sieves / CH2Cl2 / 0.17 h / 20 °C 2.1: K2CO3 / methanol / 1 h / 20 °C 3.1: 95 percent / BCl3*SMe2 / CH2Cl2 / 0.25 h / 20 °C 4.1: 96 percent / nBu3P / tetrahydrofuran / 3 h / 20 °C 5.1: silica gel / 72 h / 20 °C 5.2: 66 percent / aq. ammonium cerium nitrate / diethyl ether / 1 h / 20 °C 6.1: 80 percent / OsO4; pyridine / 24 h 7.1: 95 percent / H2O2 / tetrahydrofuran / 16 h 8.1: 4 Angstroem molecular sieves 9.1: NaH; pyridine / 1 h / 20 °C View Scheme