hydrogenchloride; methanol; mercury dichloride 2 h; Heating; Yield given;

(DHQD)2PHAL; methanesulfonamide; α-AD mix {K4[Fe(CN)6], OsO4, Na2CO3, (DHQ)2-PHAL} in water; tert-butyl alcohol T=0°C; Oxidation; Sharpless asymmetric dihydroxylation; 6 h; Title compound not separated from byproducts;

1: 2.) AcOH / 1.) HMPA, 25 deg C, 30 min, 2.) HMPA, THF, 2 min 2: tetrahydrofuran; hexamethylphosphoric acid triamide / 36 h / 60 °C View Scheme

1.) HMPA; Yield given. Multistep reaction;

acetic acid 1.) HMPA, 25 deg C, 30 min, 2.) HMPA, THF, 2 min; Multistep reaction;