tetrabutyl ammonium fluoride; acetic acid in tetrahydrofuran T=0 - 20°C; 4 h; Inert atmosphere;

18-crown-6 ether in toluene 36 h; Inert atmosphereReflux;

1.1: sodium periodate adsorbed on silica gel / dichloromethane / 20 °C / Inert atmosphere 2.1: benzene / 39 h / Inert atmosphere; Reflux 3.1: (4R,5R)-Ph2-1,3-Me2-2-oxo-2-(CH2)5N-1,3,2-diazaphospholidine / dichloromethane / 4 h / -78 °C / Inert atmosphere 3.2: 0.25 h / 0 °C 4.1: triethylamine / dichloromethane / 3 h / -30 - 20 °C / Inert atmosphere 5.1: [Au(1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidene)(NCPh)]+SbF6- / dichloromethane / 10 h / 20 °C / Molecular sieve; Inert atmosphere 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 10 h / 0 - 20 °C / Inert atmosphere 7.1: 4-(N,N-dimethlyamino)pyridine; 1H-imidazole / dichloromethane / 10 h / 20 °C / Inert atmosphere 8.1: 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide / dichloromethane / 2 h / Inert atmosphere 9.1: n-butyllithium; tungsten hexachloride / hexane; tetrahydrofuran / 2 h / 0 - 50 °C / Inert atmosphere 10.1: hydrogen / Crabtree-BArF catalyst, BArF = tetrakis[3,5-bis(trifluoromethyl)phenyl]borate / dichloromethane / 96 h / 60006 Torr / Inert atmosphere 11.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 4 h / 80 °C / Inert atmosphere 12.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere 13.1: 4-(N,N-dimethlyamino)pyridine; triethylamine; 2,4,6-trichlorobenzoyl chloride / toluene / 1 h / 0 - 20 °C / Inert atmosphere 14.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere View Scheme

1.1: benzene / 39 h / Inert atmosphere; Reflux 2.1: (4R,5R)-Ph2-1,3-Me2-2-oxo-2-(CH2)5N-1,3,2-diazaphospholidine / dichloromethane / 4 h / -78 °C / Inert atmosphere 2.2: 0.25 h / 0 °C 3.1: triethylamine / dichloromethane / 3 h / -30 - 20 °C / Inert atmosphere 4.1: [Au(1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidene)(NCPh)]+SbF6- / dichloromethane / 10 h / 20 °C / Molecular sieve; Inert atmosphere 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 10 h / 0 - 20 °C / Inert atmosphere 6.1: 4-(N,N-dimethlyamino)pyridine; 1H-imidazole / dichloromethane / 10 h / 20 °C / Inert atmosphere 7.1: 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide / dichloromethane / 2 h / Inert atmosphere 8.1: n-butyllithium; tungsten hexachloride / hexane; tetrahydrofuran / 2 h / 0 - 50 °C / Inert atmosphere 9.1: hydrogen / Crabtree-BArF catalyst, BArF = tetrakis[3,5-bis(trifluoromethyl)phenyl]borate / dichloromethane / 96 h / 60006 Torr / Inert atmosphere 10.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 4 h / 80 °C / Inert atmosphere 11.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere 12.1: 4-(N,N-dimethlyamino)pyridine; triethylamine; 2,4,6-trichlorobenzoyl chloride / toluene / 1 h / 0 - 20 °C / Inert atmosphere 13.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere View Scheme

1: hydrogen / Crabtree-BArF catalyst, BArF = tetrakis[3,5-bis(trifluoromethyl)phenyl]borate / dichloromethane / 96 h / 60006 Torr / Inert atmosphere 2: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 4 h / 80 °C / Inert atmosphere 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere 4: 4-(N,N-dimethlyamino)pyridine; triethylamine; 2,4,6-trichlorobenzoyl chloride / toluene / 1 h / 0 - 20 °C / Inert atmosphere 5: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere View Scheme

1: 4-(N,N-dimethlyamino)pyridine; triethylamine; 2,4,6-trichlorobenzoyl chloride / toluene / 1 h / 0 - 20 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere View Scheme

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 1.2: -78 - 23 °C / Inert atmosphere 2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 12 h / 23 °C / Inert atmosphere 3.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere 3.2: -78 - 23 °C / Inert atmosphere 4.1: N,N,N',N',N'',N''-hexamethylphosphoric triamide; samarium diiodide / tetrahydrofuran / 3 h / 23 °C / Inert atmosphere 5.1: 4-(N,N-dimethlyamino)pyridine; 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 48 h / 23 °C / Inert atmosphere 6.1: sodium tetrahydroborate / methanol / 30 h / 0 °C / Inert atmosphere 7.1: n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane / tetrahydrofuran / -10 - 0 °C / Inert atmosphere 7.2: 12 h / 23 °C / Inert atmosphere 8.1: 18-crown-6 ether / toluene / 36 h / Inert atmosphere; Reflux View Scheme

1.1: 4-(N,N-dimethlyamino)pyridine; 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 48 h / 23 °C / Inert atmosphere 2.1: sodium tetrahydroborate / methanol / 30 h / 0 °C / Inert atmosphere 3.1: n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane / tetrahydrofuran / -10 - 0 °C / Inert atmosphere 3.2: 12 h / 23 °C / Inert atmosphere 4.1: 18-crown-6 ether / toluene / 36 h / Inert atmosphere; Reflux View Scheme

1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 4 h / 80 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere 3: 4-(N,N-dimethlyamino)pyridine; triethylamine; 2,4,6-trichlorobenzoyl chloride / toluene / 1 h / 0 - 20 °C / Inert atmosphere 4: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere View Scheme

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere 2: 4-(N,N-dimethlyamino)pyridine; triethylamine; 2,4,6-trichlorobenzoyl chloride / toluene / 1 h / 0 - 20 °C / Inert atmosphere 3: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere View Scheme