Multi-step reaction with 5 steps
1: 86 percent / K2CO3, KI / acetone / 18 h / Heating
2: 92 percent / aq. KOH / tetrahydrofuran; methanol / 3 h / Ambient temperature
3: 1.) Et3N, trimethylacetyl chloride, 2.) BuLi / 1.) THF, a) -78 deg C, 15 min, b) 0 deg C, 30 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) 0 deg C, 30 min, c) RT, 4 h
4: 1.) KHMDS, 2.) trisyl azide, 3.) glacial AcOH
5: 87 percent / 30percent aq. H2O2, aq. LiOH / tetrahydrofuran / 1 h / 0 °C
With
potassium hydroxide; lithium hydroxide; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; dihydrogen peroxide; pivaloyl chloride; potassium hexamethylsilazane; potassium carbonate; acetic acid; triethylamine; potassium iodide;
In
tetrahydrofuran; methanol; acetone;
DOI:10.1055/s-1997-1234