2: Chromatographieren einer Loesung in Benzol an (alkalihaltigem) Aluminiumoxid View Scheme

1: 1) LDA, 2) triethylamine / triphenylmethane / tetrahydrofuran / 1) a) -78 deg C, 5 min, b) 30 min, 2) -78 deg C, 1 h 2: ozone / CH2Cl2; pyridine / -78 °C 3: 260 mg / 0.5 percent HCl / methanol / 24 h / 5 °C 4: NaBH4 / acetic acid / 4 h / Ambient temperature View Scheme

1: 1) LDA, 2) triethylamine / triphenylmethane / tetrahydrofuran / 1) a) -78 deg C, 5 min, b) 30 min, 2) -78 deg C, 1 h 2: ozone / CH2Cl2; pyridine / -78 °C 3: 260 mg / 0.5 percent HCl / methanol / 24 h / 5 °C 4: NaBH4 / acetic acid / 4 h / Ambient temperature 5: 86 percent / Jones' reagent / acetone / 0.5 h / 10 °C 6: 68 percent / lithium, liquid ammonia / tetrahydrofuran; methanol / 1 h / -50 °C View Scheme