sodium perchromate dihydrate; sulfuric acid in acetic acid T=5 - 20°C; 17.25 h;

1: CCl3CO2Na 2: 86 percent / CrO3; aq. H5IO6 / acetonitrile / 1.5 h / 20 °C View Scheme

1: (S)-α,α-diphenylprolinol - n-butylboronic acid, catecholborane / toluene / 12 h / -78 °C 2: 91 percent / NaN3, NaOH, H2O / 1,2-dimethoxy-ethane / 24 h / 23 °C 3: 92 percent / H2 / 10percent Pd/C / ethyl acetate / 13 h / 760 Torr View Scheme