sodium tetrahydroborate in isopropyl alcohol 24 h; Ambient temperature;

hydrogen; palladium on activated charcoal in acetic acid 3 h;

1.1: NaOH / dimethylsulfoxide / 0.5 h 1.2: 97 percent / dimethylsulfoxide / 3 h 2.1: 54.4 percent / t-butylhydroperoxide / SeO2 / CH2Cl2; hexane 3.1: 81.3 percent / Jones reagent / acetone / 0.5 h 4.1: Mg / diethyl ether 4.2: 53.3 percent / CH2Cl2 5.1: BH3 / tetrahydrofuran 5.2: 77.2 percent / NaOH; H2O2 / tetrahydrofuran; H2O / 1 h 6.1: Jones reagent / acetone / 0.5 h / 0 °C 7.1: H2 / Pd/C / acetic acid / 3 h View Scheme

1.1: 54.4 percent / t-butylhydroperoxide / SeO2 / CH2Cl2; hexane 2.1: 81.3 percent / Jones reagent / acetone / 0.5 h 3.1: Mg / diethyl ether 3.2: 53.3 percent / CH2Cl2 4.1: BH3 / tetrahydrofuran 4.2: 77.2 percent / NaOH; H2O2 / tetrahydrofuran; H2O / 1 h 5.1: Jones reagent / acetone / 0.5 h / 0 °C 6.1: H2 / Pd/C / acetic acid / 3 h View Scheme

1.1: 81.3 percent / Jones reagent / acetone / 0.5 h 2.1: Mg / diethyl ether 2.2: 53.3 percent / CH2Cl2 3.1: BH3 / tetrahydrofuran 3.2: 77.2 percent / NaOH; H2O2 / tetrahydrofuran; H2O / 1 h 4.1: Jones reagent / acetone / 0.5 h / 0 °C 5.1: H2 / Pd/C / acetic acid / 3 h View Scheme

1.1: Mg / diethyl ether 1.2: 53.3 percent / CH2Cl2 2.1: BH3 / tetrahydrofuran 2.2: 77.2 percent / NaOH; H2O2 / tetrahydrofuran; H2O / 1 h 3.1: Jones reagent / acetone / 0.5 h / 0 °C 4.1: H2 / Pd/C / acetic acid / 3 h View Scheme

1.1: BH3 / tetrahydrofuran 1.2: 77.2 percent / NaOH; H2O2 / tetrahydrofuran; H2O / 1 h 2.1: Jones reagent / acetone / 0.5 h / 0 °C 3.1: H2 / Pd/C / acetic acid / 3 h View Scheme

1: Jones reagent / acetone / 0.5 h / 0 °C 2: H2 / Pd/C / acetic acid / 3 h View Scheme

silver carbonate in methanol; benzene Cyclization; 6 h; Heating;

1.1: 89 percent / BF3*Et2O / CH2Cl2 / 8 h / 20 °C 2.1: 100 percent / LiAlH4 / tetrahydrofuran / 12 h 3.1: 92 percent / TsOH / CH2Cl2 / 0 °C 4.1: 90 percent / HgCl2; CaCO3 / acetonitrile; H2O / 2 h / 20 °C 5.1: Mg / diethyl ether 5.2: 90 percent / diethyl ether / 2.5 h / Heating 6.1: 85 percent / TsOH / methanol / 4 h / Heating 7.1: 0.5 g / Ag2CO3 / methanol; benzene / 6 h / Heating View Scheme