1: 92 percent / NaBH4 / methanol / 10 h 2: 95 percent / lithium, liquid ammonia / diethyl ether / 1 h 3: Jones'reagent / acetone / 6 h 4: 92 percent / pyridinium bromide perbromide / tetrahydrofuran / 0.5 h 5: 90 percent / LiBr, Li2CO3 / dimethylformamide / 0.75 h / Heating 6: 1) ozone, 2) water / ethanol, 1) - 80 deg C, 4 h, 2a) 1 h, RT, 2b) 30 min, reflux View Scheme

1: 92 percent / NaBH4 / methanol / 10 h 2: 95 percent / lithium, liquid ammonia / diethyl ether / 1 h 3: Jones'reagent / acetone / 6 h 4: 92 percent / pyridinium bromide perbromide / tetrahydrofuran / 0.5 h 5: 90 percent / LiBr, Li2CO3 / dimethylformamide / 0.75 h / Heating 6: 1) ozone, 2) water / ethanol, 1) - 80 deg C, 4 h, 2a) 1 h, RT, 2b) 30 min, reflux 7: 90 percent / NaOH, AgNO3 / ethanol; H2O / 4 h View Scheme

1: 92 percent / NaBH4 / methanol / 10 h 2: 95 percent / lithium, liquid ammonia / diethyl ether / 1 h 3: Jones'reagent / acetone / 6 h View Scheme

Multi-step reaction with 4 steps 1: 92 percent / NaBH4 / methanol / 10 h2: 95 percent / lithium, liquid ammonia / diethyl ether / 1 h3: Jones'reagent / acetone / 6 h4: 92 percent / pyridinium bromide perbromide / tetrahydrofuran / 0.5 h  

With  sodium tetrahydroborate in  methanol 10 h;