Multi-step reaction with 5 steps
1: 1.) conc. HCl, 2.) imidazole / 1.) EtOH, RT, 2 h, 2.) CH2Cl2, RT, 4 h
2: DIBAL-H / CH2Cl2 / 2 h / -78 °C
3: Et3N / CH2Cl2 / 2 h / Ambient temperature
4: 1.) hexamethyldisilazane, ammonium sulfate, 2.) TMSOTf / 1.) reflux, 3 h, 2.) 1,2-dichloroethane, RT, 1 h
5: 75 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature
With
1H-imidazole; hydrogenchloride; ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/jm980651u