Multi-step reaction with 3 steps
1: 1.) CuI, 2.) N,N,N',N'-tetramethylethylenediamine (TMEDA), lutidine / 1.) THF, 50 deg C, 30 min, 2.) THF, from -60 deg C to 23 deg C, 5 h
2: 1.) 9-borabicyclo<3.3.1>nonane (9-BBN), 2.) aq. NaOH, H2O2 / 1.) THF, 23 deg C, 2.5 h, 2.) THF, ethanol, 50 deg C, 1 h
3: 98 percent / (dimethylamino)pyridine, imidazole / CH2Cl2 / 4 h / 23 °C
With
1H-imidazole; dmap; sodium hydroxide; copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; N,N,N,N,-tetramethylethylenediamine; lutidine; dihydrogen peroxide;
In
dichloromethane;
DOI:10.1021/jm00390a010