tert.-butylhydroperoxide; poly(bis-1,2-phenylene) diselenide in tert-butyl alcohol T=80°C; 24 h;

1: 1.) n-BuLi, TMEDA, 2.) HMPA / 1.) toluene, -78 deg C, 2.) toluene 2: HMPA / tetrahydrofuran / -78 - 20 °C 3: TBAF 4: 1.) LDA, HMPA / 1.) THF, -78 deg C 5: H2 / Lindlar catalyst 6: 48percent HBr / methanol 7: 96 percent / O2, NaHCO3 / methanol 8: 47 percent / 70percent HClO4 / CH2Cl2; tetrahydrofuran View Scheme