1: 2.) NaBH4 / 2.) MeOH 2: 75 percent / sodium perborate tetrahydrate / acetic acid / 45 - 50 °C 3: 36.1 g / tetrahydrofuran / -30 - 20 °C 4: 1.) Me3SiCl, 2.) i-Pr2NEt / 1.) CH2Cl2, reflux, 1 h, 2.) 0 deg C 20 min,; room temperature, 1-1.5 h View Scheme

1: 75 percent / sodium perborate tetrahydrate / acetic acid / 45 - 50 °C 2: 36.1 g / tetrahydrofuran / -30 - 20 °C 3: 1.) Me3SiCl, 2.) i-Pr2NEt / 1.) CH2Cl2, reflux, 1 h, 2.) 0 deg C 20 min,; room temperature, 1-1.5 h View Scheme

1: 36.1 g / tetrahydrofuran / -30 - 20 °C 2: 1.) Me3SiCl, 2.) i-Pr2NEt / 1.) CH2Cl2, reflux, 1 h, 2.) 0 deg C 20 min,; room temperature, 1-1.5 h View Scheme

1: 1.) n-BuLi / 1.) THF, hexane, -30 deg C, 2 h, 2.) -78 deg C to room temperature, overnight 2: 75 percent / sodium perborate tetrahydrate / acetic acid / 45 - 50 °C 3: 36.1 g / tetrahydrofuran / -30 - 20 °C 4: 1.) Me3SiCl, 2.) i-Pr2NEt / 1.) CH2Cl2, reflux, 1 h, 2.) 0 deg C 20 min,; room temperature, 1-1.5 h View Scheme

chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine 1.) CH2Cl2, reflux, 1 h, 2.) 0 deg C 20 min,; room temperature, 1-1.5 h; Yield givenMultistep reaction;