sodium hydride in benzene 3 h; Heating;

1: malonic acid dimethyl ester With sodium methylate in methanol T=0 - 20°C; 1 h; 2: methyloxirane With acetic acid in methanol T=20 - 50°C; 21 h; Further stages.;

triflic acid-d1 in chloroform-d1 T=20°C; Inert atmosphere;

sodium hydride in benzene 1.) 80 deg C, 5 h, 2.) r.t., overnight;

1: 84.8 percent / NaH / benzene / 1.) 80 deg C, 5 h, 2.) r.t., overnight 2: 98 percent / 10percent KOH / methanol / 48 h / Ambient temperature View Scheme

1: 84.8 percent / NaH / benzene / 1.) 80 deg C, 5 h, 2.) r.t., overnight 2: 98 percent / 10percent KOH / methanol / 48 h / Ambient temperature 3: 64.1 percent / 0.17 h / 165 - 170 °C 4: 31.3 percent / BuLi, diisopropylamine, HMPA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -40 deg C, 90 min 5: 30percent H2O2, HOAc / tetrahydrofuran / 1 h / 0 °C View Scheme