1: 72 percent / sodium borohydride / CH2Cl2; methanol / 0.67 h / 20 °C 2: 83 percent / triphenylphosphine; N-bromo-succinimide / tetrahydrofuran / 0 - 20 °C 3: 100 percent / sodium sulfite; H2O / dioxane / 1 h / 100 °C 4: 76 percent / subtilisin; aq. NaOH / aq. phosphate buffer / 4 h / 20 °C View Scheme

1: 83 percent / triphenylphosphine; N-bromo-succinimide / tetrahydrofuran / 0 - 20 °C 2: 100 percent / sodium sulfite; H2O / dioxane / 1 h / 100 °C 3: 76 percent / subtilisin; aq. NaOH / aq. phosphate buffer / 4 h / 20 °C View Scheme

1: 100 percent / sodium sulfite; H2O / dioxane / 1 h / 100 °C 2: 76 percent / subtilisin; aq. NaOH / aq. phosphate buffer / 4 h / 20 °C View Scheme

1: 98 percent / sodium carbonate / dioxane; H2O / 0 - 20 °C 2: 83 percent / triphenylphosphine; N-bromo-succinimide / tetrahydrofuran / 0 - 20 °C 3: 100 percent / sodium sulfite; H2O / dioxane / 1 h / 100 °C 4: 76 percent / subtilisin; aq. NaOH / aq. phosphate buffer / 4 h / 20 °C View Scheme

1: 54 percent / KOH; pig-kidney acylase I; H2O / 144 h / 37 °C 2: 91 percent / thionyl chloride / -10 - 20 °C 3: 98 percent / sodium carbonate / dioxane; H2O / 0 - 20 °C 4: 83 percent / triphenylphosphine; N-bromo-succinimide / tetrahydrofuran / 0 - 20 °C 5: 100 percent / sodium sulfite; H2O / dioxane / 1 h / 100 °C 6: 76 percent / subtilisin; aq. NaOH / aq. phosphate buffer / 4 h / 20 °C View Scheme

1: 91 percent / thionyl chloride / -10 - 20 °C 2: 98 percent / sodium carbonate / dioxane; H2O / 0 - 20 °C 3: 83 percent / triphenylphosphine; N-bromo-succinimide / tetrahydrofuran / 0 - 20 °C 4: 100 percent / sodium sulfite; H2O / dioxane / 1 h / 100 °C 5: 76 percent / subtilisin; aq. NaOH / aq. phosphate buffer / 4 h / 20 °C View Scheme

1: 74 percent / triphenylphosphine; N-bromosuccinimide / tetrahydrofuran / 0 - 20 °C 2: 83 percent / sodium sulfite; H2O / dioxane / 1 h / Heating 3: aq. sodium carbonate / acetonitrile / 16 h / 20 °C 4: CH2Cl2; H2O / 2 h / 20 °C 5: 100.0 mg / triethylamine / H2O; acetonitrile / 0.5 h / 20 °C / pH 8.5 - 9.0 View Scheme