jones' reagent in acetone

1: 82 percent / p-TosOH / benzene / Heating 2: 70 percent / LiAlH4 / diethyl ether / 2.5 h / Heating 3: 54 percent / pyridinium chlorochromate/NaOAc / CH2Cl2 / 2.5 h / Ambient temperature 4: 1. Mg / 1. THF 2. THF/room temperature/overnight, then 2 h/reflux 5: 77 percent / aq. HCl / acetone / 2 h 6: 1. Mg / 1. Et2O 2. Et2O/room temperature/overnight 7: 50 percent / Jones' reagent / acetone View Scheme

1: 65 percent / NaH / benzene; dimethylformamide / 0.5 h / Heating 2: 82 percent / p-TosOH / benzene / Heating 3: 70 percent / LiAlH4 / diethyl ether / 2.5 h / Heating 4: 54 percent / pyridinium chlorochromate/NaOAc / CH2Cl2 / 2.5 h / Ambient temperature 5: 1. Mg / 1. THF 2. THF/room temperature/overnight, then 2 h/reflux 6: 77 percent / aq. HCl / acetone / 2 h 7: 1. Mg / 1. Et2O 2. Et2O/room temperature/overnight 8: 50 percent / Jones' reagent / acetone View Scheme

1: 11 percent / Me3SiCl, NaI, MeCN, H2O / hexane / 24 h / Ambient temperature 2: 1) LDA, 2) CeCl3 / 1) THF, -78 deg C, 1 h, 2) THF, -78 deg C, 1 h, 3) THF, -78 deg C, 3 h View Scheme

1: 1. Mg / 1. Et2O 2. Et2O/room temperature/overnight 2: 50 percent / Jones' reagent / acetone View Scheme

1: 1. Mg / 1. THF 2. THF/room temperature/overnight, then 2 h/reflux 2: 77 percent / aq. HCl / acetone / 2 h 3: 1. Mg / 1. Et2O 2. Et2O/room temperature/overnight 4: 50 percent / Jones' reagent / acetone View Scheme

1: 54 percent / pyridinium chlorochromate/NaOAc / CH2Cl2 / 2.5 h / Ambient temperature 2: 1. Mg / 1. THF 2. THF/room temperature/overnight, then 2 h/reflux 3: 77 percent / aq. HCl / acetone / 2 h 4: 1. Mg / 1. Et2O 2. Et2O/room temperature/overnight 5: 50 percent / Jones' reagent / acetone View Scheme

cerium(III) chloride; lithium diisopropyl amide 1.) THF; Yield given. Multistep reaction;

chloro-trimethyl-silane; acetonitrile; sodium iodide in hexane 24 h; Ambient temperature;

Me3SiCl3; potassium carbonate; acetonitrile; sodium iodide 2.) THF; Yield given. Multistep reaction;