1.1: 78 percent / tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 12 h / 20 °C 2.1: Li / diethyl ether 2.2: diethyl ether / 0.08 h / -78 °C View Scheme

1.1: 92 percent / n-Bu4NF / tetrahydrofuran / 5 h / 20 °C 2.1: 78 percent / tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 12 h / 20 °C 3.1: Li / diethyl ether 3.2: diethyl ether / 0.08 h / -78 °C View Scheme

1.1: 64 percent / PS-D lipase / 264 h / 20 °C 2.1: 92 percent / n-Bu4NF / tetrahydrofuran / 5 h / 20 °C 3.1: 78 percent / tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 12 h / 20 °C 4.1: Li / diethyl ether 4.2: diethyl ether / 0.08 h / -78 °C View Scheme

1.1: 95 percent / imidazole / dimethylformamide / 4 h / 20 °C 2.1: 96 percent / K2CO3 / methanol / 12 h / 20 °C 3.1: tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 0.5 h / 20 °C 4.1: 1.84 g / tetrahydrofuran / 0 - 20 °C 5.1: 64 percent / PS-D lipase / 264 h / 20 °C 6.1: 92 percent / n-Bu4NF / tetrahydrofuran / 5 h / 20 °C 7.1: 78 percent / tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 12 h / 20 °C 8.1: Li / diethyl ether 8.2: diethyl ether / 0.08 h / -78 °C View Scheme

1.1: tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 0.5 h / 20 °C 2.1: 1.84 g / tetrahydrofuran / 0 - 20 °C 3.1: 64 percent / PS-D lipase / 264 h / 20 °C 4.1: 92 percent / n-Bu4NF / tetrahydrofuran / 5 h / 20 °C 5.1: 78 percent / tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 12 h / 20 °C 6.1: Li / diethyl ether 6.2: diethyl ether / 0.08 h / -78 °C View Scheme

1.1: 1.84 g / tetrahydrofuran / 0 - 20 °C 2.1: 64 percent / PS-D lipase / 264 h / 20 °C 3.1: 92 percent / n-Bu4NF / tetrahydrofuran / 5 h / 20 °C 4.1: 78 percent / tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 12 h / 20 °C 5.1: Li / diethyl ether 5.2: diethyl ether / 0.08 h / -78 °C View Scheme

1.1: 96 percent / K2CO3 / methanol / 12 h / 20 °C 2.1: tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 0.5 h / 20 °C 3.1: 1.84 g / tetrahydrofuran / 0 - 20 °C 4.1: 64 percent / PS-D lipase / 264 h / 20 °C 5.1: 92 percent / n-Bu4NF / tetrahydrofuran / 5 h / 20 °C 6.1: 78 percent / tetra-(n-propyl)ammonium perruthenate; NMO / CH2Cl2 / 12 h / 20 °C 7.1: Li / diethyl ether 7.2: diethyl ether / 0.08 h / -78 °C View Scheme

1.1: methanol; toluene-4-sulfonic acid / 6 h / 0 - 20 °C / Inert atmosphere 2.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 3.1: magnesium / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere 3.2: 0 - 20 °C / Inert atmosphere 3.3: 20 °C 4.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 5.1: palladium 10 on activated carbon; hydrogen / benzene / 4 h / 20 °C View Scheme

1.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 2.1: magnesium / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 2.3: 20 °C 3.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 4.1: palladium 10 on activated carbon; hydrogen / benzene / 4 h / 20 °C View Scheme

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -15 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 3.1: titanium tetrachloride / dichloromethane / 0.08 h / 0 °C / Inert atmosphere 3.2: 0.5 h / -78 °C / Inert atmosphere 4.1: methanol; sodium tetrahydroborate / 1 h / 0 °C / Inert atmosphere 5.1: 1H-imidazole / dichloromethane / 2 h / 0 °C / Inert atmosphere 6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere 6.2: 0.5 h / 0 °C / Inert atmosphere 6.3: 0 - 20 °C / Inert atmosphere 7.1: 2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride / toluene / 2 h / Inert atmosphere; Reflux 8.1: methanol; toluene-4-sulfonic acid / 0.5 h / 0 - 20 °C / Inert atmosphere 9.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 10.1: magnesium / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere 10.2: 0 - 20 °C / Inert atmosphere 10.3: 20 °C 11.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 12.1: palladium 10 on activated carbon; hydrogen / benzene / 4 h / 20 °C View Scheme