triethylamine in dichloromethane

sodium hydride in tetrahydrofuran T=20°C;

in tetrahydrofuran T=20°C; Wittig olefination; 6 h;

1.1: imidazole / CH2Cl2 / 0 - 20 °C 2.1: n-butyl lithium / tetrahydrofuran / 0.25 h 2.2: tetrahydrofuran View Scheme

1.1: imidazole / CH2Cl2 / 0 - 20 °C 2.1: n-butyl lithium / tetrahydrofuran / 0.25 h 2.2: tetrahydrofuran View Scheme

1.1: 97 percent / (DHQD)2PHAL; K3Fe(CH)6; K2CO3 / OsO4 / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C 2.1: 98 percent / dibutyltin oxide; NEt3 / CH2Cl2 / 0.75 h / 20 °C 3.1: 90 percent / AcOH / H2O; tetrahydrofuran / 10 h / 60 °C 4.1: 98 percent / NaI / acetone / 6 h / Heating 5.1: H2O; tetrahydrofuran / 3 h / 20 °C 5.2: 90 percent / methanolic HCl / 20 °C View Scheme

tetrabutyl ammonium fluoride in tetrahydrofuran T=20°C;