1.1: 76 percent / DIBAH / toluene / 1 h / -78 °C 2.1: sodium amide / tetrahydrofuran / 4 h / Heating 2.2: tetrahydrofuran / -78 °C 3.1: mCPBA / diethyl ether / 1 h / 20 °C 3.2: aq. HCl / tetrahydrofuran / 2 h / 20 °C 4.1: NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 24 h / 20 °C 5.1: 1.13 g / PhSO2Cl; pyridine 6.1: 99 percent / H2 / Pd/C View Scheme

1.1: 76 percent / DIBAH / toluene / 1 h / -78 °C 2.1: sodium amide / tetrahydrofuran / 4 h / Heating 2.2: tetrahydrofuran / -78 °C 3.1: mCPBA / diethyl ether / 1 h / 20 °C 3.2: aq. HCl / tetrahydrofuran / 2 h / 20 °C 4.1: NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 24 h / 20 °C 5.1: 1.13 g / PhSO2Cl; pyridine 6.1: 99 percent / H2 / Pd/C 7.1: 93 percent / triphenylphosphine; DIAD / tetrahydrofuran / 3 h / 20 °C View Scheme

1.1: 76 percent / DIBAH / toluene / 1 h / -78 °C 2.1: sodium amide / tetrahydrofuran / 4 h / Heating 2.2: tetrahydrofuran / -78 °C 3.1: mCPBA / diethyl ether / 1 h / 20 °C 3.2: aq. HCl / tetrahydrofuran / 2 h / 20 °C 4.1: NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 24 h / 20 °C 5.1: 1.13 g / PhSO2Cl; pyridine 6.1: 99 percent / H2 / Pd/C View Scheme