water; acetic acid in tetrahydrofuran 24 h; Ambient temperature;

1: 1.) Mg, 2.) cuprous iodide / 1.) tetrahydrofuran, reflux, 4.5 h, 2.) -10 deg C, 10 min 2: 87 percent / lithium tri-s-butylborohydride / tetrahydrofuran / 3 h / -78 °C 3: 79 percent / toluene-p-sulphonic acid / CH2Cl2 / 3 h / 0 °C 4: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / 0 °C 5: 100 percent / Jones reagent / acetone / 3.5 h / -20 °C 6: 89 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene / 18 h / Ambient temperature 7: 99 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature View Scheme

1: 1.) Mg, 2.) cuprous iodide / 1.) tetrahydrofuran, reflux, 4.5 h, 2.) -10 deg C, 10 min 2: 87 percent / lithium tri-s-butylborohydride / tetrahydrofuran / 3 h / -78 °C 3: 79 percent / toluene-p-sulphonic acid / CH2Cl2 / 3 h / 0 °C 4: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / 0 °C 5: 100 percent / Jones reagent / acetone / 3.5 h / -20 °C 6: 89 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene / 18 h / Ambient temperature 7: 99 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature View Scheme

1: 100 percent / Jones reagent / acetone / 3.5 h / -20 °C 2: 89 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene / 18 h / Ambient temperature 3: 99 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature View Scheme

1: 90 percent / Jones reagent / acetone / 3 h / -10 °C 2: 96 percent Turnov. / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene / 18 h / Ambient temperature 3: 93 percent / lithium tri-s-butylborohydride / tetrahydrofuran / 0.5 h / -78 °C 4: 100 percent / pyridinium toluene-p-sulphonate / CH2Cl2 / 4 h / Ambient temperature 5: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5.5 h / 0 °C 6: 93 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 2 h / Ambient temperature 7: 99 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature View Scheme

1: 89 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene / 18 h / Ambient temperature 2: 99 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature View Scheme

1: 93 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 2 h / Ambient temperature 2: 99 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature View Scheme

1: 96 percent Turnov. / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene / 18 h / Ambient temperature 2: 93 percent / lithium tri-s-butylborohydride / tetrahydrofuran / 0.5 h / -78 °C 3: 100 percent / pyridinium toluene-p-sulphonate / CH2Cl2 / 4 h / Ambient temperature 4: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5.5 h / 0 °C 5: 93 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 2 h / Ambient temperature 6: 99 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature View Scheme

1: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5.5 h / 0 °C 2: 93 percent / pyridinium chlorochromate, sodium acetate / CH2Cl2 / 2 h / Ambient temperature 3: 99 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature View Scheme

1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / 0 °C 2: 100 percent / Jones reagent / acetone / 3.5 h / -20 °C 3: 89 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene / benzene / 18 h / Ambient temperature 4: 99 percent / H2O, AcOH / tetrahydrofuran / 24 h / Ambient temperature View Scheme