potassium hydroxide in methanol T=20°C; Addition; 1.5 h;

potassium hydroxide in methanol 2 h; Ambient temperature;

1: 1.) diisobutylaluminum hydride, 2.) 3N HCL / 1.) benzene, r.t., 3 h, hexane; 2.) MeOH, dioxane, 1 h 2: 81 percent / 3N KOH / methanol / 2 h / Ambient temperature View Scheme

1: 87 percent / 1.) Et3N; 2.) lactic acid / 1.) 4 deg C, 5 d, CH2Cl2; 2.) 4 deg C, 1 d 2: 269 mg / dimethylsulfoxide; hexane / 24 h / Ambient temperature 3: 1.) diisobutylaluminum hydride, 2.) 3N HCL / 1.) benzene, r.t., 3 h, hexane; 2.) MeOH, dioxane, 1 h 4: 81 percent / 3N KOH / methanol / 2 h / Ambient temperature View Scheme

1: 269 mg / dimethylsulfoxide; hexane / 24 h / Ambient temperature 2: 1.) diisobutylaluminum hydride, 2.) 3N HCL / 1.) benzene, r.t., 3 h, hexane; 2.) MeOH, dioxane, 1 h 3: 81 percent / 3N KOH / methanol / 2 h / Ambient temperature View Scheme

acetic anhydride in pyridine 1 h;