n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 0.0833333 h;

1: (RS)-p-Tolyl β-(trimethylsilyl)ethyl sulfoxide With lithium diisopropyl amide in tetrahydrofuran; hexane T=-78°C; 0.333333 h; 2: caproic acid ethyl ester in tetrahydrofuran; hexane T=-78°C; 0.5 h; 3: With diisobutylaluminium hydride in tetrahydrofuran; hexane T=-78°C;

1: 87 percent / diisopropylamine, butyllithium / tetrahydrofuran; hexane / 2 h / -78 deg C to r.t. 2: 46 percent / diisopropylamine, butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C View Scheme

tetrabutyl ammonium fluoride in tetrahydrofuran 0.75 h; Ambient temperature;

tetrabutyl ammonium fluoride in tetrahydrofuran 0.75 h; Ambient temperature;