amberlyst-15 resin in methanol

1: TsOH / methanol; H2O / 24 h 2: 1.) i-BuMgBr, 2.) Cp2TiCl2, 3.) aq. HCl / 1) Et2O, 0 deg C, 15 min; 2) Et2O, 20 deg C, 1-1.5 h; 3) Et2O, 20 deg C, 0.5 h 3: 1.81 g / Py / 15 h / 0 °C 4: 80 percent / LiBr / acetone / 3 h / 40 °C 5: 1.) Mg, 2) CuBr, 3.) aq. HCl / 2) THF, 10 deg C, 0.5 h, 20 deg C, 12 h; 3) THF, 20 deg C, 5 h View Scheme

1: 65 percent / NaOH / bis-(2-hydroxy-ethyl) ether 2: 1.) dimethyl sulfoxide, lithium hydride / 1.) 65 deg C, 2.) 1 h, 3.) 3 h View Scheme

1: Amberlyst-15 resin 2: nBuLi, TMEDA View Scheme

1: Amberlyst-15 resin 2: nBuLi, TMEDA View Scheme

lithium amide hexamethylphosphoroamide, 1.) 1h, room temperature, 2.) 10 h, 30 deg C; Yield given. Multistep reaction;

n-butyllithium; N,N,N',N,-tetramethylethylenediamine Yield given;

lithium amide hexamethylphosphoroamide, 1.) 1h, room temperature, 2.) 10 h, 30 deg C; Multistep reaction;