Grignard reagent; N,N-diphenyl-p-methoxyphenylchloromethyleniminium chloride; copper(l) iodide in tetrahydrofuran; dichloromethane 1) -30 deg C, 1 h, 2) 0 deg C, 1 h;

9-borabicyclo[3.3.1]nonane dimer in tetrahydrofuran 1 h; Ambient temperature;

1: cyclohexanecarboxylic acid Li-salt With n-butyllithium; diethylamine in tetrahydrofuran; hexane T=20°C; 4.5 h; 2: 1-bromo-2-ethyl butane in tetrahydrofuran; hexane T=10 - 20°C; 19.5 h; 3: With hydrogenchloride in water pH=2; Product distribution / selectivity;

1: 73 percent / tetrahydrofuran; diethyl ether; hexane / -78 deg C -> r.t. 2: diethyl ether / 5 h / -30 °C View Scheme

1: cyclohexanecarboxylic acid Li-salt With n-butyllithium; diethylamine in tetrahydrofuran; hexane T=20°C; 4.5 h; 2: 1-bromo-2-ethyl butane in tetrahydrofuran; hexane T=10 - 20°C; 19.5 h; 3: With hydrogenchloride in water pH=2; Product distribution / selectivity;