Multi-step reaction with 4 steps
1: 1.) LDA, 2.) Cu(OAc)2 / 1.) THF, 0 deg C, 1 h; 3 h, 2.) THF, H2O, 1 h
2: 1.) (i-Pr)2NMgBr, 2.) Et3N, HMPA / 1.) Et2O, 15 min, 2.) 20 h
3: 1.) MeLi, 2.) TMEDA / 1.) THF, Et2O, 0 deg C, 30 min, 2.) 0 deg C, 30 min
4: 79 percent / LiCl, Pd(PPh3)4 / tetrahydrofuran / 48 h / 55 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; tetrakis(triphenylphosphine) palladium(0); copper diacetate; bromomagnesium diisopropylamide; N,N,N,N,-tetramethylethylenediamine; methyllithium; triethylamine; lithium chloride; lithium diisopropyl amide;
In
tetrahydrofuran;
DOI:10.1021/jo990363l