camphor-10-sulfonic acid in toluene 4 h; Ambient temperature;

1: 99 percent / n-Bu4NBr, aq. KOH / CHCl3 / 18 h / Heating 2: 80 percent / AD-mix-α, methanesulfonamide, NaHCO3 / H2O; 2-methyl-propan-2-ol / 60 h / 0 °C 3: 79 percent / Et3N / CH2Cl2 / 3 h / 0 °C 4: 88 percent / Na2CO3 / acetonitrile / 48 h / Heating 5: 77 percent / (+/-)camphor-10-sulfonic acid / toluene / 4 h / Ambient temperature View Scheme

1: 80 percent / AD-mix-α, methanesulfonamide, NaHCO3 / H2O; 2-methyl-propan-2-ol / 60 h / 0 °C 2: 79 percent / Et3N / CH2Cl2 / 3 h / 0 °C 3: 88 percent / Na2CO3 / acetonitrile / 48 h / Heating 4: 77 percent / (+/-)camphor-10-sulfonic acid / toluene / 4 h / Ambient temperature View Scheme

1: 99 percent / n-Bu4NBr, aq. KOH / CHCl3 / 18 h / Heating 2: 80 percent / AD-mix-α, methanesulfonamide, NaHCO3 / H2O; 2-methyl-propan-2-ol / 60 h / 0 °C 3: 79 percent / Et3N / CH2Cl2 / 3 h / 0 °C 4: 88 percent / Na2CO3 / acetonitrile / 48 h / Heating 5: 77 percent / (+/-)camphor-10-sulfonic acid / toluene / 4 h / Ambient temperature View Scheme

1: 79 percent / Et3N / CH2Cl2 / 3 h / 0 °C 2: 88 percent / Na2CO3 / acetonitrile / 48 h / Heating 3: 77 percent / (+/-)camphor-10-sulfonic acid / toluene / 4 h / Ambient temperature View Scheme

1: 88 percent / Na2CO3 / acetonitrile / 48 h / Heating 2: 77 percent / (+/-)camphor-10-sulfonic acid / toluene / 4 h / Ambient temperature View Scheme

L-(+)-diisopropyl tartrate

hydrogen; palladium on activated charcoal in ethanol P=760 Torr;