1: pyridinium chlorochromate; aluminum oxide / dichloromethane / 4 h / 20 °C 2: toluene; pentane / 4 h / 0 - 20 °C 3: lithium; ammonia / tetrahydrofuran; tert-butyl alcohol / 2 h / -40 °C 4: hydrogenchloride / methanol; water / 3 h / 0 °C / |Reflux View Scheme

1: toluene; pentane / 4 h / 0 - 20 °C 2: lithium; ammonia / tetrahydrofuran; tert-butyl alcohol / 2 h / -40 °C 3: hydrogenchloride / methanol; water / 3 h / 0 °C / |Reflux View Scheme

1: lithium; ammonia / tetrahydrofuran; tert-butyl alcohol / 2 h / -40 °C 2: hydrogenchloride / methanol; water / 3 h / 0 °C / |Reflux View Scheme

1.1: benzaldehyde; 2,6-di-tert-butyl-4-methyl-phenol; aluminum isopropoxide / tert-butyl methyl ether / 4 h / 20 °C / |Inert atmosphere 2.1: hydrogenchloride / methanol; water; tetrahydrofuran / 18 h / |Reflux; |Inert atmosphere 2.2: 48 h / 20 °C 3.1: pyridinium chlorochromate; aluminum oxide / dichloromethane / 4 h / 20 °C 4.1: toluene; pentane / 4 h / 0 - 20 °C 5.1: lithium; ammonia / tetrahydrofuran; tert-butyl alcohol / 2 h / -40 °C 6.1: hydrogenchloride / methanol; water / 3 h / 0 °C / |Reflux View Scheme

1.1: hydrogenchloride / methanol; water; tetrahydrofuran / 18 h / |Reflux; |Inert atmosphere 1.2: 48 h / 20 °C 2.1: pyridinium chlorochromate; aluminum oxide / dichloromethane / 4 h / 20 °C 3.1: toluene; pentane / 4 h / 0 - 20 °C 4.1: lithium; ammonia / tetrahydrofuran; tert-butyl alcohol / 2 h / -40 °C 5.1: hydrogenchloride / methanol; water / 3 h / 0 °C / |Reflux View Scheme

1.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate; methanol / dichloromethane / 1.33 h / 0 - 10 °C / |Inert atmosphere 2.1: sodium hydride / dimethyl sulfoxide / 1.5 h / 80 °C / |Inert atmosphere 2.2: 3 h / 80 °C / |Inert atmosphere 3.1: SIBX / acetone / 3 h / 56 °C / |Inert atmosphere 4.1: toluene-4-sulfonic acid; water / acetone / 3 h / 25 - 35 °C / |Inert atmosphere View Scheme