1.1: potassium hydroxide; water / tetrahydrofuran; methanol / 36 h / 20 - 25 °C 2.1: thionyl chloride / 3 h / 65 °C / Inert atmosphere 2.2: 0 - 25 °C 3.1: tetrahydrofuran / -78 - 25 °C 4.1: 2,6-di-tert-butyl-4-methyl-phenol / [Cu(I)(CH3CN)4]PF6; (S,S)-i-Pr-FOXAP / tetrahydrofuran / -78 °C / Inert atmosphere 4.2: -78 °C 5.1: hydrogen; acetic acid / 5 Pd(II)/C(eggshell) / ethanol / 2 h / 15 - 20 °C / 2585.81 Torr / Inert atmosphere 5.2: 24 h / 15 - 20 °C View Scheme

1: With water; potassium hydroxide in tetrahydrofuran; methanol T=20 - 25°C; 36 h; 2: With hydrogenchloride in tetrahydrofuran; methanol; water