potassium tert-butylate; oxygen in tert-butyl alcohol 0.333333 h;

1: 77 percent 2: 1.) NaBH4; 2.) toluene-p-sulphonic acid / 2.) benzene 3: 92 percent / Pd-C 10percent / xylene / Heating 4: hydrolysis 6: 1.) NH3, Na; 2.) H2 / 2.) Pd-C 10percent / 1.) THF 7: 80 percent 9: trifluoroacetic acid / CH2Cl2 / -20 °C View Scheme

1: 77 percent 2: 1.) NaBH4; 2.) toluene-p-sulphonic acid / 2.) benzene 3: 92 percent / Pd-C 10percent / xylene / Heating View Scheme

1: 77 percent 2: 1.) NaBH4; 2.) toluene-p-sulphonic acid / 2.) benzene 3: 92 percent / Pd-C 10percent / xylene / Heating 4: hydrolysis View Scheme

1: 77 percent 2: 1.) NaBH4; 2.) toluene-p-sulphonic acid / 2.) benzene 3: 92 percent / Pd-C 10percent / xylene / Heating 4: hydrolysis View Scheme

1: 160 mg / potassium t-butoxide, O2 / 2-methyl-propan-2-ol / 0.33 h 2: 12 mg / diethyl ether / 1 h View Scheme

1: 160 mg / potassium t-butoxide, O2 / 2-methyl-propan-2-ol / 0.33 h 2: 10 mg / AlCl3, NaCl / 0.03 h / 180 °C View Scheme