sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene in water; tert-butyl alcohol Ambient temperature;

jones reagent T=25°C; 12 h;

1: 91 percent / boron trifluoride-diethyl ether,iodosylbenzene, dicyclohexylocarbodiimid / CH2Cl2 / 2 h / Ambient temperature 2: 84 percent / 2-methyl-2-butene, sodium chlorite, sodium dihydrate phosphate / 2-methyl-propan-2-ol; H2O / Ambient temperature View Scheme

1.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 - -20 °C 1.2: -78 - 20 °C 2.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C 3.1: lithium aluminium tetrahydride / tetrahydrofuran; diethylene glycol dimethyl ether / 13 h / 0 - 160 °C 4.1: dipyridinium dichromate / N,N-dimethyl-formamide / 20 °C / |Inert atmosphere View Scheme

1.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 - -20 °C 1.2: -78 - 20 °C 2.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C 3.1: lithium aluminium tetrahydride / tetrahydrofuran; diethylene glycol dimethyl ether / 13 h / 0 - 160 °C 4.1: dipyridinium dichromate / N,N-dimethyl-formamide / 20 °C / |Inert atmosphere View Scheme

1.1: sodium iodide / acetone / |Reflux 2.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 - -20 °C 2.2: -78 - 20 °C 3.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran; diethylene glycol dimethyl ether / 13 h / 0 - 160 °C 5.1: dipyridinium dichromate / N,N-dimethyl-formamide / 20 °C / |Inert atmosphere View Scheme

1: lithium aluminium tetrahydride / tetrahydrofuran; diethylene glycol dimethyl ether / 13 h / 0 - 160 °C 2: dipyridinium dichromate / N,N-dimethyl-formamide / 20 °C / |Inert atmosphere View Scheme

1.1: (1S)-10-camphorsulfonic acid / dichloromethane / 4 h / 0 - 20 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 - -20 °C 2.2: -78 - 20 °C 3.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran; diethylene glycol dimethyl ether / 13 h / 0 - 160 °C 5.1: dipyridinium dichromate / N,N-dimethyl-formamide / 20 °C / |Inert atmosphere View Scheme

1: 88 percent / diisobutylaluminum hydride (DIBAL-H) 2: 82 percent 3: 1.) sec-BuLi / 1.) 25 deg C, 1 h; 2.) -78 deg C, 10 min; 3.) -40 deg C, 15 min 4: 87 percent / Jones reagent / 12 h / 25 °C View Scheme

1: 82 percent 2: 1.) sec-BuLi / 1.) 25 deg C, 1 h; 2.) -78 deg C, 10 min; 3.) -40 deg C, 15 min 3: 87 percent / Jones reagent / 12 h / 25 °C View Scheme