tetrahydrofuran; hydrogenchloride; borane 1) THF, reflux, 3 h 2) CH2Cl2; Yield given. Multistep reaction;

1: 88 percent / 1 h / 160 °C 2: 1) 1.0 M borane/THF complex 2) HCl / 1) THF, reflux, 3 h 2) CH2Cl2 View Scheme

pyridine; potassium permanganate

1: 88 percent / pyridine / Ambient temperature 2: 68 percent / 1) 2percent KOH 2) H2O / Ambient temperature; anodic oxidation; other substrates 3: 75 percent / p-TsOH*H2O / benzene / 0.5 h / 60 °C View Scheme