1: 2-(toluene-4-sulfinyl)naphthalene-1-carboxylic acid diisopropylamide With tert.-butyl lithium in tetrahydrofuran; cyclohexane T=-78°C; 0.0833333 h; 2: methyl iodide in tetrahydrofuran; cyclohexane Further stages.;

sec.-butyllithium in tetrahydrofuran

1.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C 1.2: 89 percent / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C 2.1: tert-butyllithium / tetrahydrofuran; cyclohexane / 0.08 h / -78 °C 2.2: 91 percent / tetrahydrofuran; cyclohexane View Scheme

1.1: diethyl ether / 16 h / 20 °C 2.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C 2.2: tetrahydrofuran; cyclohexane / 0.5 h / -78 °C View Scheme

1.1: diethyl ether / 16 h / 20 °C 2.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C 2.2: tetrahydrofuran; cyclohexane / 0.5 h / -78 °C View Scheme

1: SOCl2 / CH2Cl2 / 2.5 h 2: diethyl ether / 2 h / Ambient temperature 3: 48 percent / s-BuLi / cyclohexane; tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min View Scheme

in hexane; isopropyl alcohol T=44°C; enantiomeric resolution on Chiralpak AD column; ΔG(excit.); half life; Rate constantThermodynamic data;