Multi-step reaction with 7 steps
1: 1.) LiClO4 / 1.) THF, 0 deg C, 10 min, 2.) THF, CH3CN, RT, 3 h
2: imidazole / CH2Cl2 / 18 h / Ambient temperature
3: Et3N / CH2Cl2 / 21 h / Ambient temperature
4: 1.) diisopropylamine, sec-butyllithium / 1.) THF, -70 deg C, 1.5 h, 2.) THF, RT, 16 h
5: Jone's reagent / acetone
6: DEPC, diisopropylethylamine / CH2Cl2 / 2 h / Ambient temperature
7: 1.) diisopropylamine, sec-butyllithium / 1.) THF, -78 deg C, 50 min, 2.) THF, from -78 deg C to RT, 17.5 h
With
1H-imidazole; Jones reagent; sec.-butyllithium; lithium perchlorate; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; diethyl dicarbonate;
In
dichloromethane; acetone;
DOI:10.1021/jm960092w