1: 83 percent / NaI / butan-2-one / 18 h / Heating 2: 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 3: 91 percent / NaOMe / methanol / 10 h / 5 - 20 °C / Irradiation 4: 89 percent / pyridine 5: 83 percent / acetolysis 6: 62 percent / tin(IV) chloride 7: 84 percent / deacylation 8: 49 percent / diphenylcarbonate, NaHCO3 / dimethylformamide / 0.42 h / 144 - 145 °C View Scheme

1: 83 percent / NaI / butan-2-one / 18 h / Heating 2: 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 3: 91 percent / NaOMe / methanol / 10 h / 5 - 20 °C / Irradiation 4: 89 percent / pyridine 5: 83 percent / acetolysis 6: 62 percent / tin(IV) chloride 7: 84 percent / deacylation View Scheme