Multi-step reaction with 7 steps
1: 1.) silver trifluoromethanesulfonate, Me3Si triflate / 1.) CH2Cl2, 0 deg C, 30 min, 2.) CH2Cl2, 2 h
2: triphenyltin hydride, azobisisobutyronitrile / toluene / 0.5 h / Heating
3: NaOMe, MeOH / 2 h / Ambient temperature
4: p-toluenesulfonic acid / dimethylformamide / 20 h
5: 1.) dibutyltin oxide, 2.) tetrabutylammonium iodide, 3.) NaOMe, MeOH
6: 84 percent / dimethyl(methylthio)sulfonium trifluoromethanesulfonate, 4 Angstroem molecular sieves / CH2Cl2 / 18 h / 0 - 20 °C
7: 83 percent / NaOMe, MeOH / 7 h / Ambient temperature
With
methanol; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; triphenylstannane; sodium methylate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate;
In
dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(95)00269-3