Multi-step reaction with 7 steps
1: 45 percent / LDA / tetrahydrofuran; hexane / 1.) 0 deg C, 30 min, 2.) -78 deg C to r.t., 2.5 h
2: 1.) BuLi / 1.) THF, hexane, r.t., 1 h, 2.) r.t., 5 h
3: 1.) 9-BBN, 2.) 30percent aq. H2O2 / 1.) THF, 18 h, 2.) r.t., 45 min
4: 86 percent / Bu3P / tetrahydrofuran / 0.75 h
5: 99 percent / aq. KOH / ethanol / 3 h / 35 °C
6: 91 percent / tetrahydrofuran / 18 h
7: 61 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 20 min, 2.) -78 deg C to -30 deg C, 2.5 h
With
potassium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; tributylphosphine; dihydrogen peroxide; lithium diisopropyl amide;
In
tetrahydrofuran; ethanol; hexane;