1: 1.4 eq. R-Alpine-Borane / neat (no solvent) / 8 h / 0 - 20 °C 2: 1) 2.4 eq. n-BuLi; 2) 1.4 M H2SO4 / 1) THF, -78 deg C; 2) from -20 deg C to room temperature 3: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C View Scheme

1: 1.4 eq. R-Alpine-Borane / neat (no solvent) / 8 h / 0 - 20 °C 2: 1) 2.4 eq. n-BuLi; 2) 1.4 M H2SO4 / 1) THF, -78 deg C; 2) from -20 deg C to room temperature 3: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C 4: HCl / 2 h / Ambient temperature 5: 0.1 eq. triflic acid / CH2Cl2; cyclohexane / 10 - 20 °C 6: 1.1 eq. DiBALH / CH2Cl2 / -78 °C 7: 83 percent / BF3*Et2O / diethyl ether / 3 h / -15 - 5 °C 8: 61 percent / 1.1 eq. TBAF / tetrahydrofuran / 0.02 h / 80 °C 9: 88 percent / H2 / Pd-C / tetrahydrofuran / 8 h / Ambient temperature View Scheme

1: 1.4 eq. R-Alpine-Borane / neat (no solvent) / 8 h / 0 - 20 °C 2: 1) 2.4 eq. n-BuLi; 2) 1.4 M H2SO4 / 1) THF, -78 deg C; 2) from -20 deg C to room temperature 3: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C 4: HCl / 2 h / Ambient temperature 5: 0.1 eq. triflic acid / CH2Cl2; cyclohexane / 10 - 20 °C 6: 1.1 eq. DiBALH / CH2Cl2 / -78 °C 7: 83 percent / BF3*Et2O / diethyl ether / 3 h / -15 - 5 °C 8: 61 percent / 1.1 eq. TBAF / tetrahydrofuran / 0.02 h / 80 °C 9: 88 percent / H2 / Pd-C / tetrahydrofuran / 8 h / Ambient temperature 10: 73 percent / 1.2 eq. Ph3P, 1.3 eq. DEAD / tetrahydrofuran / 0 - 20 °C View Scheme

1: 1.4 eq. R-Alpine-Borane / neat (no solvent) / 8 h / 0 - 20 °C 2: 1) 2.4 eq. n-BuLi; 2) 1.4 M H2SO4 / 1) THF, -78 deg C; 2) from -20 deg C to room temperature 3: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C 4: HCl / 2 h / Ambient temperature 5: 0.1 eq. triflic acid / CH2Cl2; cyclohexane / 10 - 20 °C 6: 1.1 eq. DiBALH / CH2Cl2 / -78 °C 7: 83 percent / BF3*Et2O / diethyl ether / 3 h / -15 - 5 °C 8: 61 percent / 1.1 eq. TBAF / tetrahydrofuran / 0.02 h / 80 °C 9: 88 percent / H2 / Pd-C / tetrahydrofuran / 8 h / Ambient temperature View Scheme

1: 1.4 eq. R-Alpine-Borane / neat (no solvent) / 8 h / 0 - 20 °C 2: 1) 2.4 eq. n-BuLi; 2) 1.4 M H2SO4 / 1) THF, -78 deg C; 2) from -20 deg C to room temperature 3: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C View Scheme

1: 1.4 eq. R-Alpine-Borane / neat (no solvent) / 8 h / 0 - 20 °C 2: 1) 2.4 eq. n-BuLi; 2) 1.4 M H2SO4 / 1) THF, -78 deg C; 2) from -20 deg C to room temperature 3: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C 4: HCl / 2 h / Ambient temperature 5: 0.1 eq. triflic acid / CH2Cl2; cyclohexane / 10 - 20 °C View Scheme

1: 1.4 eq. R-Alpine-Borane / neat (no solvent) / 8 h / 0 - 20 °C 2: 1) 2.4 eq. n-BuLi; 2) 1.4 M H2SO4 / 1) THF, -78 deg C; 2) from -20 deg C to room temperature 3: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C 4: HCl / 2 h / Ambient temperature View Scheme