1: (i) MeLi, Et2O, HMPT, (ii) TsCl, (iii) LiCl 2: (i) nBuLi, (ii) /BRN= 2461289/ 3: Li, EtNH2 / tetrahydrofuran / -78 °C View Scheme

1: 85 percent / pyridine / 6 h / 20 °C 2: FSO3H / various solvent(s) / 0.25 h / -78 °C 3: 88 percent / aq. KOH / ethanol / 0.5 h / Heating 4: 131.8 mg / pyridine / CH2Cl2 / 2.5 h / 0 °C 5: 57 percent / LiAlH4 / tetrahydrofuran / 3 h / Heating View Scheme

2: 1.) n-BuLi, THF, HMPA, -40 to -30 deg C; 2.) -60 to 0 deg C / different sulphones investigated 3: 83 percent / Li, EtNH2 View Scheme

1: 85 percent / pyridine / 6 h / 20 °C 2: FSO3H / various solvent(s) / 0.25 h / -78 °C 3: 88 percent / aq. KOH / ethanol / 0.5 h / Heating View Scheme