1: 81 percent / TsOH / tetrahydrofuran; benzene / 60 °C 2: 97 percent 3: 82 percent / AcOH / xylene / Heating 4: 98 percent / TsOH 5: 97 percent / NaOMe, ammonia / methanol 6: 94 percent / TsCl 7: LiAlH4 8: Heating 9: 92 percent / POCl3 / toluene / Heating View Scheme

1: 81 percent / TsOH / tetrahydrofuran; benzene / 60 °C 2: 97 percent 3: 82 percent / AcOH / xylene / Heating 4: 98 percent / TsOH 5: 97 percent / NaOMe, ammonia / methanol 6: 94 percent / TsCl 7: LiAlH4 8: Heating 9: 92 percent / POCl3 / toluene / Heating 10: 49 percent / Pd/C / decahydronaphthalene / Heating View Scheme