1: 1.) KOH, H2O, 2.) (PyS)2-Ph3P / 1.) THF, 2.) CH3CN 2: 70 percent / HI / 10percent Pd / 16 h / 65 °C / 14710.2 Torr 3: 1.) L-Selectride, 2.) imidazole / 1.) sec-butanol/THF, -78 deg C, 2.) DMF 4: 1.) KOH, 2.) Na/NH3 / 1.) aq.MeOH View Scheme

Multi-step reaction with 2 steps 1: 1.) KOH, H2O, 2.) (PyS)2-Ph3P / 1.) THF, 2.) CH3CN2: 70 percent / HI / 10percent Pd / 16 h / 65 °C / 14710.2 Torr  

Multi-step reaction with 3 steps 1: 1.) KOH, H2O, 2.) (PyS)2-Ph3P / 1.) THF, 2.) CH3CN2: 70 percent / HI / 10percent Pd / 16 h / 65 °C / 14710.2 Torr3: 1.) L-Selectride, 2.) imidazole / 1.) sec-butanol/THF, -78 deg C, 2.) DMF