Multi-step reaction with 5 steps
1: 1.) hexamethyldisilazane, BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 2 h
2: 30percent H2O2 / ethyl acetate
3: 1.) CuBr*SMe2, 2.) TMSCl / 1.) ether, -20 deg C, 15 min, 2.) ether, THF, -78 deg C, 1 h
4: 62 percent / triethylammonium fluoride / tetrahydrofuran / 120 h / Ambient temperature
5: 80 percent / NaIO4, RuCl3 / acetonitrile; CCl4; H2O / 1.5 h
With
ruthenium trichloride; sodium periodate; n-butyllithium; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; dihydrogen peroxide; triethylamine hydrofluoride; 1,1,1,3,3,3-hexamethyl-disilazane;
In
tetrahydrofuran; tetrachloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1016/S0957-4166(00)82107-2