1: 1.)I2, silver trifluoroacetate 2.) H2, W-4 Raney nickel, triethylamine / 1.)DME, r.t., 15 min; 2.) MeOH, 3 h, 0.3-0.35 MPa 2: 91 percent / NaOMe / methanol / 10 h / 5 - 20 °C / Irradiation 3: 89 percent / pyridine 4: 83 percent / acetolysis 5: 62 percent / tin(IV) chloride 6: 84 percent / deacylation 7: 49 percent / diphenylcarbonate, NaHCO3 / dimethylformamide / 0.42 h / 144 - 145 °C View Scheme

1: 1.)I2, silver trifluoroacetate 2.) H2, W-4 Raney nickel, triethylamine / 1.)DME, r.t., 15 min; 2.) MeOH, 3 h, 0.3-0.35 MPa 2: 91 percent / NaOMe / methanol / 10 h / 5 - 20 °C / Irradiation 3: 89 percent / pyridine 4: 83 percent / acetolysis 5: 62 percent / tin(IV) chloride 6: 84 percent / deacylation View Scheme