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aluminium trichloride; Petroleum ether

1: H2O2, DCC 2: Cu(OAc)2*H2O, Cu2O, AcOH / acetonitrile View Scheme

1: 88 percent / triethyl amine / diethyl ether / 1 h / Ambient temperature 2: 59 percent / diethyl ether / 0.5 h / Ambient temperature 3: 23 percent / acetonitrile / Irradiation View Scheme

aluminium trichloride; Petroleum ether

1: H2O2, DCC 2: Cu(OAc)2*H2O, Cu2O, AcOH / acetonitrile View Scheme

1: 1.) aq. sodium azide / 1.) acetone, 0 deg C, 0.5 h, 2.) toluene, 80 deg C, 0.5 h 2: 37 percent / polyphosphoric acid / acetone / 2.5 h / 24 °C View Scheme

2: 86 percent / rhodium(II) acetate / CH2Cl2 / Heating View Scheme

1.1: N-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: 93 percent / tetrahydrofuran; hexane / 2.5 h / -78 °C 2.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C 2.2: 85 percent / tetrahydrofuran / 6 h / -78 °C 3.1: 85 percent / aq. H2O2; aq. LiOH / tetrahydrofuran / 4.5 h / 0 - 20 °C 4.1: BH3*THF / tetrahydrofuran / 2.5 h / 0 - 20 °C 4.2: 92 percent / PTSA / benzene / 2 h / Heating View Scheme

triethylamine in diethyl ether 1 h; Ambient temperature;