in N,N-dimethyl-formamide Yield given;

tetrabutyl ammonium fluoride in tetrahydrofuran 0.166667 h;

1.2: NaOH / H2O 2.1: p-TsOH; DMP View Scheme

1: D-mannan Heating; 2: 2,2-dimethoxy-propane With copper(II) sulfate in acetone 6 h; Heating;

1: 61 percent / pyridine / 10 h / Ambient temperature 2: 98 percent / imidazole / dimethylformamide / 10 h / Ambient temperature 3: 90 percent / iBu2AlH / hexane; toluene / 4 h / -78 °C 4: 12 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature View Scheme

1: 98 percent / imidazole / dimethylformamide / 10 h / Ambient temperature 2: 90 percent / iBu2AlH / hexane; toluene / 4 h / -78 °C 3: 12 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature View Scheme

1: 90 percent / iBu2AlH / hexane; toluene / 4 h / -78 °C 2: 12 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature View Scheme

1: 80 percent / Collins' reagent / CH2Cl2 / 0.5 h / Ambient temperature 2: gl. AcOH, water / 4 h / 60 °C 3: 61 percent / pyridine / 10 h / Ambient temperature 4: 98 percent / imidazole / dimethylformamide / 10 h / Ambient temperature 5: 90 percent / iBu2AlH / hexane; toluene / 4 h / -78 °C 6: 12 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature View Scheme

1: gl. AcOH, water / 4 h / 60 °C 2: 61 percent / pyridine / 10 h / Ambient temperature 3: 98 percent / imidazole / dimethylformamide / 10 h / Ambient temperature 4: 90 percent / iBu2AlH / hexane; toluene / 4 h / -78 °C 5: 12 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature View Scheme

1.1: BF3*Et2O 1.2: NaOMe / methanol 2.1: pyridinium p-toluenesulfonate / toluene / Heating View Scheme