n-butyllithium in tetrahydrofuran; hexane T=0°C; 1.5 h;

n-butyllithium in tetrahydrofuran; hexane 0.5 h; temperature < -70 deg; Yields of byproduct given. Title compound not separated from byproducts;

in tetrahydrofuran; hexane T=-70°C; 0.0833333 h;

n-butyllithium in tetrahydrofuran; hexane T=0°C; 1.5 h;

n-butyllithium in tetrahydrofuran; hexane 0.5 h; temperature < -70 deg; Yields of byproduct given. Title compound not separated from byproducts;

in tetrahydrofuran; hexane T=-70°C; 0.0833333 h;

1: 17 percent / tetrahydrofuran; hexane / 0.08 h / -70 °C / reaction at 0 deg C; electrocyclic ring opening of β-lithiocyclopropyloxirane, generationand trapping of (2Z,4E)-cyclohepta-2,4-dienol 2: 80 percent / pyridinium chlorochromate / CH2Cl2 / Ambient temperature View Scheme