1.1: 96 percent / NaBH4 / tetrahydrofuran / 1 h / -20 °C 2.1: 98 percent / N-chlorosiccinimide; Me2S / CH2Cl2 / 2.5 h / 0 °C 3.1: 65 percent / n-BuLi 4.1: 100 percent / LiBHEt3; Pd(dppp)Cl2 / tetrahydrofuran / 3 h / 0 °C 5.1: N-chlorosuccinimide; Me2S / CH2Cl2 / 2.5 h / 0 °C 6.1: n-BuLi 6.2: -78 - 20 °C 7.1: LiBHEt3; Pd(dppp)Cl2 / tetrahydrofuran 8.1: TBAF / tetrahydrofuran / 1 h 9.1: Cp2ZrCl2 / 1,2-dichloro-ethane; hexane 9.2: 83 percent / NiCl2(PPh3)2; n-BuLi / tetrahydrofuran; hexane View Scheme

1.1: 96 percent / NaBH4 / tetrahydrofuran / 1 h / -20 °C 2.1: 98 percent / N-chlorosiccinimide; Me2S / CH2Cl2 / 2.5 h / 0 °C 3.1: 65 percent / n-BuLi 4.1: 100 percent / LiBHEt3; Pd(dppp)Cl2 / tetrahydrofuran / 3 h / 0 °C 5.1: N-chlorosuccinimide; Me2S / CH2Cl2 / 2.5 h / 0 °C 6.1: 79 percent / n-BuLi 7.1: LiBHEt3; Pd(dppp)Cl2 / tetrahydrofuran 8.1: TBAF / tetrahydrofuran 9.1: Cp2ZrCl2 / 1,2-dichloro-ethane; hexane 9.2: 89 percent / NiCl2(PPh3)2; n-BuLi / tetrahydrofuran; hexane View Scheme