n-butyllithium; diisopropylamine in tetrahydrofuran; hexane 1.) -78 deg C, 30 min, 2.) -78 -> 0 deg C, 1 h;

1: 92 percent / NaH / tetrahydrofuran; paraffin 2: 1.) LDA, n-butyllithium, 2.) NH4Cl/HCl / 1.) THF, hexane, from -78 deg C to 0 deg C, 30 min, 0 deg C, 30 min, 2.) ether View Scheme

1: 92 percent / NaH / tetrahydrofuran; paraffin 2: 1.) LDA, n-butyllithium, 2.) NH4Cl/HCl / 1.) THF, hexane, from -78 deg C to 0 deg C, 30 min, 0 deg C, 30 min, 2.) ether View Scheme

n-butyllithium; N,N,N',N,-tetramethylethylenediamine 1.) cyclohexane, hexane, room temperature, 20 h, 2.) THF, a) -78 deg C, b) -78 deg C -> room temperature, 20 h; Yield given. Multistep reaction;

hydrogenchloride; n-butyllithium; ammonium chloride; lithium diisopropyl amide 1.) THF, hexane, from -78 deg C to 0 deg C, 30 min, 0 deg C, 30 min, 2.) ether; Yield given. Multistep reaction. Yields of byproduct given;