1: (E)-2,2-diphenylhepta-4,6-dien-1-ol With sodium hydride in N,N-dimethyl-formamide T=20°C; 3 h; 2: 1-Bromo-2-butyne in N,N-dimethyl-formamide T=20°C; 24 h;

1.1: 92 percent / palladium(II) acetate; 1,1'-bis(diphenylphosphino)ferrocene; lithium chloride / triethylamine; triethylborane / tetrahydrofuran; hexane / 24 h / 50 °C 2.1: 88 percent / NaBH4 / ethanol / 16 h / 20 °C 3.1: NaH / dimethylformamide / 3 h / 20 °C 3.2: 27 percent / dimethylformamide / 24 h / 20 °C View Scheme

1.1: 92 percent / palladium(II) acetate; 1,1'-bis(diphenylphosphino)ferrocene; lithium chloride / triethylamine; triethylborane / tetrahydrofuran; hexane / 24 h / 50 °C 2.1: 88 percent / NaBH4 / ethanol / 16 h / 20 °C 3.1: NaH / dimethylformamide / 3 h / 20 °C 3.2: 27 percent / dimethylformamide / 24 h / 20 °C View Scheme

1.1: 88 percent / NaBH4 / ethanol / 16 h / 20 °C 2.1: NaH / dimethylformamide / 3 h / 20 °C 2.2: 27 percent / dimethylformamide / 24 h / 20 °C View Scheme