Irradiation;

1.1: s-BuLi; TMEDA / tetrahydrofuran; cyclohexane / 1 h / -78 °C 1.2: tetrahydrofuran; cyclohexane / -78 - 20 °C 1.3: 94 percent / aq. HCl; NH4Cl / tetrahydrofuran; cyclohexane / pH 5 - 6 2.1: 85 percent / Pd(PPh3)4; aq. Na2CO3 / 1,2-dimethoxy-ethane / Heating 3.1: 96 percent / LDA / tetrahydrofuran / 1 h / 20 °C 4.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / 0 °C 4.2: 90 percent / tetrahydrofuran; hexane / 0 - 20 °C 5.1: 68 percent / aq. HCO2H; Pd(OAc)2; Ph3P / dimethylformamide / 60 - 70 °C View Scheme

1: 58 percent / H2SO4 / 4 h / Ambient temperature 2: 71 percent / 10percent Pd/C / 3 h / 300 °C View Scheme

1: 58 percent / H2SO4 / 4 h / Ambient temperature 2: 71 percent / 10percent Pd/C / 3 h / 300 °C View Scheme