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

1: trichloroacetic acid / N,N-dimethyl-formamide / 17.5 h / 5 - 20 °C 2: sodium perchromate dihydrate; sulfuric acid / acetic acid / 17.25 h / 5 - 20 °C View Scheme

1: (S)-α,α-diphenylprolinol - n-butylboronic acid, catecholborane / toluene / 12 h / -60 °C 2: 89 percent / NaN3, NaOH, H2O / 1,2-dimethoxy-ethane / 24 h / 23 °C 3: 94 percent / H2 / 10percent Pd/C / ethyl acetate / 13 h / 760 Torr View Scheme