1-methyl-pyrrolidin-2-one; potassium fluoride; copper(l) iodide T=50°C; 20 h;

1.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.75 h / -75 °C 1.2: 66 percent / iodine / tetrahydrofuran; hexane 2.1: 64 percent / potassium fluoride; cuprous iodide; N-methylpyrrolidinone / 20 h / 50 °C View Scheme

dichlorophenyl phosphine oxide

2,2,6,6-tetramethyl-piperidine; n-butyllithium in diethyl ether; hexane T=-75°C; 2 h;

1.1: 68 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / hexane; diethyl ether / 2 h / -75 °C 2.1: butyllithium / hexane; toluene / 0.25 h / -75 °C 2.2: 82 percent / hexane; toluene; diethyl ether View Scheme