sodium hydroxide; bis(cyclohexanyl)borane; dihydrogen peroxide 1) THF, 0 deg C; 2) 40-50 deg C; Yield given. Multistep reaction. Title compound not separated from byproducts;

1: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C 2: HCl / 2 h / Ambient temperature 3: 0.1 eq. triflic acid / CH2Cl2; cyclohexane / 10 - 20 °C 4: 1.1 eq. DiBALH / CH2Cl2 / -78 °C 5: 83 percent / BF3*Et2O / diethyl ether / 3 h / -15 - 5 °C 6: 61 percent / 1.1 eq. TBAF / tetrahydrofuran / 0.02 h / 80 °C 7: 88 percent / H2 / Pd-C / tetrahydrofuran / 8 h / Ambient temperature View Scheme

1: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C 2: HCl / 2 h / Ambient temperature 3: 0.1 eq. triflic acid / CH2Cl2; cyclohexane / 10 - 20 °C 4: 1.1 eq. DiBALH / CH2Cl2 / -78 °C 5: 83 percent / BF3*Et2O / diethyl ether / 3 h / -15 - 5 °C 6: 61 percent / 1.1 eq. TBAF / tetrahydrofuran / 0.02 h / 80 °C 7: 88 percent / H2 / Pd-C / tetrahydrofuran / 8 h / Ambient temperature 8: 73 percent / 1.2 eq. Ph3P, 1.3 eq. DEAD / tetrahydrofuran / 0 - 20 °C View Scheme

1: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C 2: HCl / 2 h / Ambient temperature 3: 0.1 eq. triflic acid / CH2Cl2; cyclohexane / 10 - 20 °C 4: 1.1 eq. DiBALH / CH2Cl2 / -78 °C 5: 83 percent / BF3*Et2O / diethyl ether / 3 h / -15 - 5 °C 6: 61 percent / 1.1 eq. TBAF / tetrahydrofuran / 0.02 h / 80 °C 7: 88 percent / H2 / Pd-C / tetrahydrofuran / 8 h / Ambient temperature View Scheme

sodium hydroxide; bis(cyclohexanyl)borane; dihydrogen peroxide 1) THF, 0 deg C; 2) 40-50 deg C; Yield given. Multistep reaction. Title compound not separated from byproducts;

1: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C 2: HCl / 2 h / Ambient temperature 3: 0.1 eq. triflic acid / CH2Cl2; cyclohexane / 10 - 20 °C View Scheme

1: 1) 2 eq. dicyclohexylborane; 2) NaOH, H2O2 / 1) THF, 0 deg C; 2) 40-50 deg C 2: HCl / 2 h / Ambient temperature View Scheme