palladium on activated charcoal in decalin 4 h; Heating;

1: 97 percent 2: 82 percent / AcOH / xylene / Heating 3: 98 percent / TsOH 4: 97 percent / NaOMe, ammonia / methanol 5: 94 percent / TsCl 6: LiAlH4 7: Heating 8: 92 percent / POCl3 / toluene / Heating 9: 49 percent / Pd/C / decahydronaphthalene / 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

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

1: 88 percent / NaH 2: 81 percent / TsOH / tetrahydrofuran; benzene / 60 °C 3: 97 percent 4: 82 percent / AcOH / xylene / Heating 5: 98 percent / TsOH 6: 97 percent / NaOMe, ammonia / methanol 7: 94 percent / TsCl 8: LiAlH4 9: Heating 10: 92 percent / POCl3 / toluene / Heating 11: 49 percent / Pd/C / decahydronaphthalene / Heating View Scheme

1: LiAlH4 2: Heating 3: 92 percent / POCl3 / toluene / Heating 4: 49 percent / Pd/C / decahydronaphthalene / Heating View Scheme

1: 94 percent / TsCl 2: LiAlH4 3: Heating 4: 92 percent / POCl3 / toluene / Heating 5: 49 percent / Pd/C / decahydronaphthalene / Heating View Scheme

1: 92 percent / POCl3 / toluene / Heating 2: 49 percent / Pd/C / decahydronaphthalene / Heating View Scheme

1: 97 percent / NaOMe, ammonia / methanol 2: 94 percent / TsCl 3: LiAlH4 4: Heating 5: 92 percent / POCl3 / toluene / Heating 6: 49 percent / Pd/C / decahydronaphthalene / Heating View Scheme

1: 98 percent / TsOH 2: 97 percent / NaOMe, ammonia / methanol 3: 94 percent / TsCl 4: LiAlH4 5: Heating 6: 92 percent / POCl3 / toluene / Heating 7: 49 percent / Pd/C / decahydronaphthalene / Heating View Scheme