1: 1.0 g / conc. HCl / 3 h / Heating 2: 1.) SnCl2, conc. HCl; 2.) 50percent KOH / 1.) EtOH, r.t., 1 h; 2.) reflux, 1 h 3: 2 mg / NaBH4, PdCl2 / methanol / 1 h / Ambient temperature 4: 393 mg / BBr3 / CH2Cl2 / 2 h / Ambient temperature 5: 74 mg / K2CO3 / acetone / 3 h / Heating 6: 9.0 mg / ethanol / 8 h / Heating View Scheme

1: 393 mg / BBr3 / CH2Cl2 / 2 h / Ambient temperature 2: 74 mg / K2CO3 / acetone / 3 h / Heating 3: 9.0 mg / ethanol / 8 h / Heating View Scheme

1: AlCl3 / CS2 / 3 h / Heating 2: 1.8 g / O2, K / 2-methyl-propan-2-ol / 4 h / Ambient temperature 3: 1.0 g / conc. HCl / 3 h / Heating 4: 1.) SnCl2, conc. HCl; 2.) 50percent KOH / 1.) EtOH, r.t., 1 h; 2.) reflux, 1 h 5: 2 mg / NaBH4, PdCl2 / methanol / 1 h / Ambient temperature 6: 393 mg / BBr3 / CH2Cl2 / 2 h / Ambient temperature 7: 74 mg / K2CO3 / acetone / 3 h / Heating 8: 9.0 mg / ethanol / 8 h / Heating View Scheme

1: 1.) SnCl2, conc. HCl; 2.) 50percent KOH / 1.) EtOH, r.t., 1 h; 2.) reflux, 1 h 2: 2 mg / NaBH4, PdCl2 / methanol / 1 h / Ambient temperature 3: 393 mg / BBr3 / CH2Cl2 / 2 h / Ambient temperature 4: 74 mg / K2CO3 / acetone / 3 h / Heating 5: 9.0 mg / ethanol / 8 h / Heating View Scheme

1: 2 mg / NaBH4, PdCl2 / methanol / 1 h / Ambient temperature 2: 393 mg / BBr3 / CH2Cl2 / 2 h / Ambient temperature 3: 74 mg / K2CO3 / acetone / 3 h / Heating 4: 9.0 mg / ethanol / 8 h / Heating View Scheme

1: 80 percent / OsO4; pyridine / 24 h 2: 95 percent / H2O2 / tetrahydrofuran / 16 h 3: 4 Angstroem molecular sieves 4: NaH; pyridine / 1 h / 20 °C View Scheme

tetrakis(triphenylphosphine) palladium(0); tricyclo[3.3.1.13,7 ]-decane-1-carboxylic acid Heating; Title compound not separated from byproducts.;