1: 1.) di-isobutylaluminium hydride, 2.) aqueous acetic acid / 1.) toluene 2: 96 percent / toluene-p-sulphonic acid / acetone; H2O / 20 h / 20 °C 3: 87 percent / aqueous potassium hydroxide / methanol 4: 1.) boron trichloride / 1.) dichloromethane, -78 deg C, 1 h, 2.) methanol, - 78 deg C -> room temperature 5: 51 mg / H2 / 5percent Pd-C / ethyl acetate 6: 33 percent / sodium borohydride / methanol / 3 h View Scheme

1: 1.) di-isobutylaluminium hydride, 2.) aqueous acetic acid / 1.) toluene 2: 96 percent / toluene-p-sulphonic acid / acetone; H2O / 20 h / 20 °C 3: 87 percent / aqueous potassium hydroxide / methanol 4: 1.) boron trichloride / 1.) dichloromethane, -78 deg C, 1 h, 2.) methanol, - 78 deg C -> room temperature 5: 51 mg / H2 / 5percent Pd-C / ethyl acetate View Scheme

1: 1.) di-isobutylaluminium hydride, 2.) aqueous acetic acid / 1.) toluene 2: 96 percent / toluene-p-sulphonic acid / acetone; H2O / 20 h / 20 °C 3: 87 percent / aqueous potassium hydroxide / methanol 4: 1.) boron trichloride / 1.) dichloromethane, -78 deg C, 1 h, 2.) methanol, - 78 deg C -> room temperature 5: 51 mg / H2 / 5percent Pd-C / ethyl acetate 6: 7 percent / sodium borohydride / methanol / 3 h View Scheme