Multi-step reaction with 5 steps
1: 1) LiNH2/NH3 / 1) hexane, 2) 5h
2: 97 percent / H2 / Ni(OAc)2*4H2O, NaBH4 / ethanol / 0.25 h / 760 Torr
3: 1) MsCl, NEt3, 2) NaI / 1) CH2Cl2, RT, 0.5h, 2) acetone, 2h, reflux
4: 100 percent / acetonitrile / 48 h / Heating
5: 1) BuLi, HMPA / 1) THF, hexane, -78 deg C, 45 min, 2) THF, -78 deg C to RT
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; lithium amide; ammonia; hydrogen; methanesulfonyl chloride; triethylamine; sodium iodide;
sodium tetrahydroborate; nickel diacetate;
In
ethanol; acetonitrile;
DOI:10.1016/S0040-4020(01)96002-8