1.1: SnCl4 / CH2Cl2 / -78 °C 1.2: aq. cerium(IV) ammonium nitrate / acetonitrile / 20 °C 2.1: ozone / CH2Cl2 / 0.67 h / -78 °C 2.2: 50 percent / Me2S / CH2Cl2 / 1 h / 20 °C 3.1: 16 percent / tert-BuOK / tetrahydrofuran / 14 h / 20 °C 4.1: 91 percent / AlCl3 / CH2Cl2 / 20 °C View Scheme

1.1: SnCl4 / CH2Cl2 / -78 °C 1.2: aq. cerium(IV) ammonium nitrate / acetonitrile / 20 °C 2.1: ozone / CH2Cl2 / 0.67 h / -78 °C 2.2: 50 percent / Me2S / CH2Cl2 / 1 h / 20 °C 3.1: 16 percent / tert-BuOK / tetrahydrofuran / 14 h / 20 °C View Scheme

1.1: NaH; EtOH / 1 h / 0 °C 1.2: 76 percent / K2CO3; MeI / acetone / 2.5 h / Heating 2.1: 51 percent / NaOH / ethanol; H2O / 5.5 h / Heating 3.1: 91 percent / pyridine / CH2Cl2 / 0 - 20 °C 4.1: 98 percent / Et3N; formic acid; Ph3P / palladium(II) acetate / 3 h / 50 °C 5.1: 98 percent / palldium(II) chloride; conc. HCl / 2-methyl-propan-2-ol / 0.67 h / Heating 6.1: 93 percent / palldium(II) chloride; conc. HCl / 4 h / Heating View Scheme

in benzene Heating;

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