1: 64 percent / NaH / 1,2-dimethoxy-ethane / 0 - 20 °C 2: 83 percent / DIBAL-H / tetrahydrofuran / 2 h / -60 °C 3: 90 percent / NaBH4 / tetrahydrofuran; H2O / 0.5 h / 0 °C 4: 92 percent / MsCl; Et3N / tetrahydrofuran / 24 h / 20 °C 5: K2CO3; MeSO2NH2; K3Fe(CN)6 / OsO4; (DHQD)2-Py / 2-methyl-propan-2-ol; H2O / 7 h / 0 °C 6: I2; CaCO3 / methanol; H2O / 24 h / 20 °C View Scheme

Multi-step reaction with 2 steps 1: 54 percent / CuCl2*2H2O / PdCl2 / dimethylformamide; H2O / 8 h / 95 °C2: 70 percent / LDA / tetrahydrofuran / -78 °C