1.1: magnesium; bis[2-(N,N-dimethylamino)ethyl] ether / 0.5 h / 0 °C 2.1: (R)-2,2'-dihydroxy-1,1'-binaphthyl / titanium(IV) isopropylate / diethyl ether; tetrahydrofuran / 1.5 h / 0 - 25 °C 2.2: -20 - 25 °C 2.3: 0 °C View Scheme

1.1: sodium hydrogencarbonate; sodium hypochlorite; potassium bromide; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / anhydrous difluoromethane / 25 °C / Cooling with ice 2.1: (R)-2,2'-dihydroxy-1,1'-binaphthyl / titanium(IV) isopropylate / diethyl ether; tetrahydrofuran / 1.5 h / 0 - 25 °C 2.2: -20 - 25 °C 2.3: 0 °C View Scheme

1,1-dimethylethylmagnesium chloride in diethyl ether T=0°C; 2 h;

1: 64 percent / LDA; DMPU; LiCl / dimethylformamide; tetrahydrofuran / 18 h / -30 - -25 °C 2: 90 percent / NaIO4 / acetonitrile; H2O / 2 h / 20 °C 3: BF3 etherate / toluene / 0.08 h / -30 °C 4: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C 5: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr 6: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C View Scheme

1: BF3 etherate / toluene / 0.08 h / -30 °C 2: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C 3: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr 4: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C View Scheme

1: 90 percent / NaIO4 / acetonitrile; H2O / 2 h / 20 °C 2: BF3 etherate / toluene / 0.08 h / -30 °C 3: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C 4: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr 5: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C View Scheme

1: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr 2: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C View Scheme

1: 99 g / p-toluenesulfonic acid monohydrate; molecular sieves / toluene / 4 h / 40 - 50 °C 2: 71 percent / (PPh3)3RhCl; hydrogen / CH2Cl2 / 18 h / 3102.89 Torr 3: 70 percent / CBS; BH3-Me2S / toluene; CH2Cl2 / 2 h / -20 °C View Scheme

1.1: [(R,R)-salen-Cr]BF4 / tert-butyl methyl ether / 24 h / -30 °C / |Molecular sieve 1.2: 5 h / 20 °C 2.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / dichloromethane; methanol / 0.5 h / -20 °C 3.1: dihydrogen peroxide; molybdenum(VI) oxide / acetonitrile / 24 h 4.1: pyridine; acetic anhydride / dichloromethane / 2 h / 20 °C 5.1: toluene / 72 h / |Reflux 6.1: potassium iodide; chloro-trimethyl-silane / acetonitrile / 0.58 h / 20 °C 7.1: chloro-trimethyl-silane; 1H-imidazole / dichloromethane / 0.5 h / 20 °C 7.2: 0.25 h / 20 °C 8.1: lithium hydroxide hydrate / tetrahydrofuran; water / 18 h 9.1: triphenylphosphine; di-isopropyl azodicarboxylate / 3 h / 0 °C 10.1: 1,1-dimethylethylmagnesium chloride / diethyl ether / 2 h / 0 °C View Scheme

1.1: dihydrogen peroxide; molybdenum(VI) oxide / acetonitrile / 24 h 2.1: pyridine; acetic anhydride / dichloromethane / 2 h / 20 °C 3.1: toluene / 72 h / |Reflux 4.1: potassium iodide; chloro-trimethyl-silane / acetonitrile / 0.58 h / 20 °C 5.1: chloro-trimethyl-silane; 1H-imidazole / dichloromethane / 0.5 h / 20 °C 5.2: 0.25 h / 20 °C 6.1: lithium hydroxide hydrate / tetrahydrofuran; water / 18 h 7.1: triphenylphosphine; di-isopropyl azodicarboxylate / 3 h / 0 °C 8.1: 1,1-dimethylethylmagnesium chloride / diethyl ether / 2 h / 0 °C View Scheme