1.1: 2,6-dimethylpyridine / dichloromethane / 12.25 h / 0 - 20 °C / Inert atmosphere 2.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere 3.1: tert.-butyl lithium; copper (I) cyanide; lithium bromide; zinc dibromide / tetrahydrofuran; pentane / -78 °C / Inert atmosphere 3.2: 0.5 h / -78 °C / Inert atmosphere 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere 4.2: 0.5 h / -78 °C / Inert atmosphere 5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere 5.2: 3 h / 0 - 20 °C / Inert atmosphere 6.1: water; acetic acid / 5 h / 45 °C / Inert atmosphere 7.1: toluene / 5 h / 20 °C / Inert atmosphere; Sealed reactor 8.1: toluene / 204 h / 135 °C / 1368.09 Torr / Inert atmosphere; Molecular sieve; Sealed reactor 9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 20 °C / Inert atmosphere 10.1: potassium carbonate / toluene / 17 h / 120 °C / Inert atmosphere; Sealed tube 11.1: hydrogenchloride; water / tetrahydrofuran / 8 h / 20 °C / Inert atmosphere 12.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / dichloromethane / 83 h / -20 °C / Inert atmosphere 12.2: 0.5 h / -20 °C / Inert atmosphere 13.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 2.5 h / 20 °C / Inert atmosphere 14.1: methanol; diethyl ether; benzene / 0.5 h / 20 °C / Inert atmosphere 15.1: ammonium cerium (IV) nitrate; water / acetonitrile / 1.5 h / 20 °C / Inert atmosphere 16.1: tributylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 1 h / 0 °C / Inert atmosphere 17.1: water; potassium hydroxide / tert-butyl alcohol / 6.5 h / 120 °C / Inert atmosphere 17.2: 20 °C / Inert atmosphere View Scheme

Multi-step reaction with 4 steps 1.1: 2,6-dimethylpyridine / dichloromethane / 12.25 h / 0 - 20 °C / Inert atmosphere2.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere3.1: tert.-butyl lithium; copper (I) cyanide; lithium bromide; zinc dibromide / tetrahydrofuran; pentane / -78 °C / Inert atmosphere3.2: 0.5 h / -78 °C / Inert atmosphere4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere4.2: 0.5 h / -78 °C / Inert atmosphere  

Multi-step reaction with 12 steps 1.1: 2,6-dimethylpyridine / dichloromethane / 12.25 h / 0 - 20 °C / Inert atmosphere2.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere3.1: tert.-butyl lithium; copper (I) cyanide; lithium bromide; zinc dibromide / tetrahydrofuran; pentane / -78 °C / Inert atmosphere3.2: 0.5 h / -78 °C / Inert atmosphere4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere4.2: 0.5 h / -78 °C / Inert atmosphere5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere5.2: 3 h / 0 - 20 °C / Inert atmosphere6.1: water; acetic acid / 5 h / 45 °C / Inert atmosphere7.1: toluene / 5 h / 20 °C / Inert atmosphere; Sealed reactor8.1: toluene / 204 h / 135 °C / 1368.09 Torr / Inert atmosphere; Molecular sieve; Sealed reactor9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 20 °C / Inert atmosphere10.1: potassium carbonate / toluene / 17 h / 120 °C / Inert atmosphere; Sealed tube11.1: hydrogenchloride; water / tetrahydrofuran / 8 h / 20 °C / Inert atmosphere12.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / dichloromethane / 83 h / -20 °C / Inert atmosphere12.2: 0.5 h / -20 °C / Inert atmosphere  

Multi-step reaction with 16 steps 1.1: 2,6-dimethylpyridine / dichloromethane / 12.25 h / 0 - 20 °C / Inert atmosphere2.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere3.1: tert.-butyl lithium; copper (I) cyanide; lithium bromide; zinc dibromide / tetrahydrofuran; pentane / -78 °C / Inert atmosphere3.2: 0.5 h / -78 °C / Inert atmosphere4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere4.2: 0.5 h / -78 °C / Inert atmosphere5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere5.2: 3 h / 0 - 20 °C / Inert atmosphere6.1: water; acetic acid / 5 h / 45 °C / Inert atmosphere7.1: toluene / 5 h / 20 °C / Inert atmosphere; Sealed reactor8.1: toluene / 204 h / 135 °C / 1368.09 Torr / Inert atmosphere; Molecular sieve; Sealed reactor9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 20 °C / Inert atmosphere10.1: potassium carbonate / toluene / 17 h / 120 °C / Inert atmosphere; Sealed tube11.1: hydrogenchloride; water / tetrahydrofuran / 8 h / 20 °C / Inert atmosphere12.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / dichloromethane / 83 h / -20 °C / Inert atmosphere12.2: 0.5 h / -20 °C / Inert atmosphere13.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 2.5 h / 20 °C / Inert atmosphere14.1: methanol; diethyl ether; benzene / 0.5 h / 20 °C / Inert atmosphere15.1: ammonium cerium (IV) nitrate; water / acetonitrile / 1.5 h / 20 °C / Inert atmosphere16.1: tributylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 1 h / 0 °C / Inert atmosphere