Multi-step reaction with 6 steps
1: 65 percent / LiAlH4 / diethyl ether / 1.) 10 h, 2.) reflux, 1.5 h
2: 88 percent / NaH / tetrahydrofuran / 1.) r.t., 1 h, 2.) r.t., 8 h
3: 79 percent / Ph3P, diisopropyl azodicarboxylate / tetrahydrofuran / 1.) ice-cooling, 10 min, 2.) r.t. 12 h
4: 82 percent / NaBH4 / methanol / 1.) 0 deg C, 30 min, 2.) r.t., 2 h
5: 55 percent / Bu3P / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) r.t., 12 h
6: 87 percent / Amberlyst / methanol / 15 h / Heating
With
sodium tetrahydroborate; lithium aluminium tetrahydride; tributylphosphine; di-isopropyl azodicarboxylate; Amberlyst; sodium hydride; triphenylphosphine;
In
tetrahydrofuran; methanol; diethyl ether;
DOI:10.1039/a804666b