Multi-step reaction with 5 steps
1: 1) Zn, CeCl3*7H2O, 2) p-TsOH / 1) MeOH, 3h, reflux, 2) acetone, 1.5h, RT
2: 1) Mg / 1) ether, 15 min, 2) ether, 4h, RT
3: 1) oxalyl chloride, DMSO, 2) NEt3 / 1) CH2Cl2, -65 deg C, 15 min, 2) -65 deg C, 5 min
4: 16 percent / NaBH3CN, ZnBr2 / tetrahydrofuran; propan-1-ol; H2O / 72 h / Heating
5: 1) Hg(OTFA)2, 2) O2, NaBH4 / 1) THF, 1.75h, 2) DMF, RT, 1h
With
sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; oxygen; mercury(II) trifluoroacetate; sodium cyanoborohydride; toluene-4-sulfonic acid; magnesium; dimethyl sulfoxide; triethylamine; zinc dibromide; zinc;
In
tetrahydrofuran; propan-1-ol; water;
DOI:10.1016/S0040-4020(01)81779-8