1: in ethanol T=80°C; 2: With sodium hydroxide; water in dichloromethane

1.1: sodium carbonate / N,N-dimethyl-formamide / 30 h / 80 °C / Inert atmosphere 2.1: lithium perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.33 h / 20 °C / Molecular sieve; Inert atmosphere 3.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 3.2: 5 h / 0 °C / Inert atmosphere View Scheme

1.1: lithium perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.33 h / 20 °C / Molecular sieve; Inert atmosphere 2.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 2.2: 5 h / 0 °C / Inert atmosphere View Scheme

1.1: isopropylmagnesium chloride / tetrahydrofuran / 0.58 h / -20 - -5 °C / Inert atmosphere 2.1: diethyl ether; hexane / 2 h / -78 - 20 °C / Inert atmosphere 3.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere 3.2: 0.67 h / Inert atmosphere 4.1: toluene-4-sulfonic acid / methanol / 0.5 h / 20 °C / Inert atmosphere 5.1: tetrakis(triphenylphosphine) palladium(0); lithium chloride / diethyl ether / 0 °C / Inert atmosphere 5.2: 1 h / Inert atmosphere 6.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 °C / Inert atmosphere 7.1: sodium carbonate / N,N-dimethyl-formamide / 30 h / 80 °C / Inert atmosphere 8.1: lithium perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.33 h / 20 °C / Molecular sieve; Inert atmosphere 9.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 9.2: 5 h / 0 °C / Inert atmosphere View Scheme

1.1: diethyl ether; hexane / 2 h / -78 - 20 °C / Inert atmosphere 2.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere 2.2: 0.67 h / Inert atmosphere 3.1: toluene-4-sulfonic acid / methanol / 0.5 h / 20 °C / Inert atmosphere 4.1: tetrakis(triphenylphosphine) palladium(0); lithium chloride / diethyl ether / 0 °C / Inert atmosphere 4.2: 1 h / Inert atmosphere 5.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 °C / Inert atmosphere 6.1: sodium carbonate / N,N-dimethyl-formamide / 30 h / 80 °C / Inert atmosphere 7.1: lithium perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.33 h / 20 °C / Molecular sieve; Inert atmosphere 8.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 8.2: 5 h / 0 °C / Inert atmosphere View Scheme

1.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere 1.2: 0.67 h / Inert atmosphere 2.1: toluene-4-sulfonic acid / methanol / 0.5 h / 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0); lithium chloride / diethyl ether / 0 °C / Inert atmosphere 3.2: 1 h / Inert atmosphere 4.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 °C / Inert atmosphere 5.1: sodium carbonate / N,N-dimethyl-formamide / 30 h / 80 °C / Inert atmosphere 6.1: lithium perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.33 h / 20 °C / Molecular sieve; Inert atmosphere 7.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 7.2: 5 h / 0 °C / Inert atmosphere View Scheme

1.1: toluene-4-sulfonic acid / methanol / 0.5 h / 20 °C / Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0); lithium chloride / diethyl ether / 0 °C / Inert atmosphere 2.2: 1 h / Inert atmosphere 3.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 °C / Inert atmosphere 4.1: sodium carbonate / N,N-dimethyl-formamide / 30 h / 80 °C / Inert atmosphere 5.1: lithium perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.33 h / 20 °C / Molecular sieve; Inert atmosphere 6.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 6.2: 5 h / 0 °C / Inert atmosphere View Scheme

1.1: tetrakis(triphenylphosphine) palladium(0); lithium chloride / diethyl ether / 0 °C / Inert atmosphere 1.2: 1 h / Inert atmosphere 2.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 °C / Inert atmosphere 3.1: sodium carbonate / N,N-dimethyl-formamide / 30 h / 80 °C / Inert atmosphere 4.1: lithium perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.33 h / 20 °C / Molecular sieve; Inert atmosphere 5.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 5.2: 5 h / 0 °C / Inert atmosphere View Scheme

1.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 °C / Inert atmosphere 2.1: sodium carbonate / N,N-dimethyl-formamide / 30 h / 80 °C / Inert atmosphere 3.1: lithium perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.33 h / 20 °C / Molecular sieve; Inert atmosphere 4.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 4.2: 5 h / 0 °C / Inert atmosphere View Scheme

1.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere 2.1: isopropylmagnesium chloride / tetrahydrofuran / 0.58 h / -20 - -5 °C / Inert atmosphere 3.1: diethyl ether; hexane / 2 h / -78 - 20 °C / Inert atmosphere 4.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere 4.2: 0.67 h / Inert atmosphere 5.1: toluene-4-sulfonic acid / methanol / 0.5 h / 20 °C / Inert atmosphere 6.1: tetrakis(triphenylphosphine) palladium(0); lithium chloride / diethyl ether / 0 °C / Inert atmosphere 6.2: 1 h / Inert atmosphere 7.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 °C / Inert atmosphere 8.1: sodium carbonate / N,N-dimethyl-formamide / 30 h / 80 °C / Inert atmosphere 9.1: lithium perchlorate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.33 h / 20 °C / Molecular sieve; Inert atmosphere 10.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere 10.2: 5 h / 0 °C / Inert atmosphere View Scheme