1: 2.4 g / 0.01 percent NaOMe / methanol / 3 h / Ambient temperature 2: 840 mg / silver triflate, 2,4,6-collidine / CH2Cl2 / 5 h / 0 °C 3: 0.01 percent NaOMe / methanol / 3 h / Ambient temperature 4: NaH / dimethylformamide / 3 h / Ambient temperature 5: 45 percent / liq. NH3, Na metal / tetrahydrofuran / 3 h / -30 °C 6: 1.) NaIO4, 2.) CaCO3 / 1.) H2O, RT, 16 h, 2.) RT, 24 h, View Scheme

1: 2.4 g / 0.01 percent NaOMe / methanol / 3 h / Ambient temperature 2: 840 mg / silver triflate, 2,4,6-collidine / CH2Cl2 / 5 h / 0 °C 3: 0.01 percent NaOMe / methanol / 3 h / Ambient temperature 4: NaH / dimethylformamide / 3 h / Ambient temperature 5: 45 percent / liq. NH3, Na metal / tetrahydrofuran / 3 h / -30 °C View Scheme