Multi-step reaction with 7 steps
1: 1.) silver silicate / 1.) CH2Cl2, 1 h, 2.) CH2Cl2, 48 h, from -78 deg C to RT
2: 1.) 0.1 M NaOMe, 2.) imidazole / 1.) MeOH, 2 h, RT, 2.) DMF, 5 min, -10 deg C
4: 1.) silver triflate / 1.) CH2Cl2, 1 h, 2.) CH2Cl2, 60 h, from -40 to -15 deg C
5: 1.) H2, (1,5-cyclooctadien)iridium(I) hexafluorophosphate, 2.) I2 / 1.) THF, 15 min, RT, 2.) THF, H2O, 10 min
6: 1 M Bu4NF/THF / 0.25 h / -10 °C
7: 100 mg / pyridine, DMAP / 8 h / Ambient temperature
With
tetrahydrofuran; pyridine; 1H-imidazole; dmap; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; silver silicate; tetrabutyl ammonium fluoride; hydrogen; iodine; sodium methylate; silver trifluoromethanesulfonate;