borane in tetrahydrofuran 0.666667 h; Heating;

L-leucinamide; streptavidin biotin-wild type; C42H64Cl4Ir2N6O4S2 in dimethyl sulfoxide T=30 - 50°C; pH=7.8; 18 h; Reagent/catalyst; Overall yield = 100 percent; enantioselective reaction;

1.1: Mg; I2 / diethyl ether / 1 h / 20 °C 1.2: diethyl ether / 12 h / -48 °C 2.1: aq. TFA / 0.5 h 2.2: Et3SiH / 24 h View Scheme

1: (S)-oxazaborolidine catalyst, borane*DMS / tetrahydrofuran; toluene / 0.5 h / 0 °C 2: 97 percent / Et3N / CH2Cl2 / 0.5 h / 0 °C 3: 67 percent / BH3 / tetrahydrofuran / 0.67 h / Heating View Scheme

1: 97 percent / Et3N / CH2Cl2 / 0.5 h / 0 °C 2: 67 percent / BH3 / tetrahydrofuran / 0.67 h / Heating View Scheme

1: 69 percent / Zn, CuCN 2: (S)-oxazaborolidine catalyst, borane*DMS / tetrahydrofuran; toluene / 0.5 h / 0 °C 3: 97 percent / Et3N / CH2Cl2 / 0.5 h / 0 °C 4: 67 percent / BH3 / tetrahydrofuran / 0.67 h / Heating View Scheme