1: 90 percent / i-Pr2NEt / CH2Cl2 / Ambient temperature 2: 99 percent / cerium(IV) diammonium nitrate / acetonitrile; H2O / 0 °C 3: 96 percent / PDC / CH2Cl2 / Ambient temperature 4: toluene / -78 °C 5: 62 percent / PhSH, BF3*Et2O / CH2Cl2 / 0 °C 6: 96 percent / 2,6-lutidine / CH2Cl2 / 0 °C 7: Pd2(dba)3PPh3-Et3N / toluene / 6 h / 120 °C 8: camphorsulfonic acid / methanol View Scheme

1: 96 percent / PDC / CH2Cl2 / Ambient temperature 2: toluene / -78 °C 3: 62 percent / PhSH, BF3*Et2O / CH2Cl2 / 0 °C 4: 96 percent / 2,6-lutidine / CH2Cl2 / 0 °C 5: Pd2(dba)3PPh3-Et3N / toluene / 6 h / 120 °C 6: camphorsulfonic acid / methanol View Scheme

1: toluene / -78 °C 2: 62 percent / PhSH, BF3*Et2O / CH2Cl2 / 0 °C 3: 96 percent / 2,6-lutidine / CH2Cl2 / 0 °C 4: Pd2(dba)3PPh3-Et3N / toluene / 6 h / 120 °C 5: camphorsulfonic acid / methanol View Scheme

1: 99 percent / cerium(IV) diammonium nitrate / acetonitrile; H2O / 0 °C 2: 96 percent / PDC / CH2Cl2 / Ambient temperature 3: toluene / -78 °C 4: 62 percent / PhSH, BF3*Et2O / CH2Cl2 / 0 °C 5: 96 percent / 2,6-lutidine / CH2Cl2 / 0 °C 6: Pd2(dba)3PPh3-Et3N / toluene / 6 h / 120 °C 7: camphorsulfonic acid / methanol View Scheme

NADPH; NADPH-P450 reductase in various solvent(s) T=37°C; pH=7.7; Enzyme kinetics;