1: 92 percent / BuLi / tetrahydrofuran / 0 - 20 °C 2: 87 percent / CrO3, pyridine / CH2Cl2 / 0 deg C, 30 min then rt., 16 h 3: 97 percent / tetrahydrofuran / 16 h / -78 - 20 °C 4: 82 percent / 2,6-lutidine / 16 h / Ambient temperature 5: 42 percent / PhMe2CCH=Mo=N<2,6-(i-Pr)2C6H3><OCMe(CF3)2>2 / benzene / 16 h / Ambient temperature 6: 92 percent / Bu4N(1+)*F(1-) / tetrahydrofuran / 16 h / -20 - 0 °C 7: 55 percent / OsO4, Et3BuN(1+)*Cl(1-) / 2-methyl-propan-2-ol; CHCl3; H2O / 16 h / 50 °C 8: 50 percent / Na, NH3 (liq.) / 7 h / -78 °C View Scheme

1: 92 percent / CH2Cl2 / 25 °C 2: DMSO/(COCl)2, EtN3 3: 93 percent / CF3COOH / CH2Cl2 / 0 °C 4: 1.) LDA; 2.) LDA / 2.) -78 deg C 5: Bu3SnH / benzene / 25 °C 7: AcOH 8: O3 9: NaBH4 11: H2 / Pd(OH)2/C / ethanol View Scheme

1: 86 percent / n-C4H9Li / toluene / 48 h / 40 °C 2: 1.) DCC, 2.) pyridinium trifluoroacetate, 3.) NH2OH*HCl, KHCO3 3: 1.) LAH, 2.) K2CO3 / 1.) ether 4: 2.) KCl, 3.) I2, HOAc 5: 100 percent / 50percent KOH / ethanol / 18 h / Heating 6: 99 percent / H2 / Pd/C / ethanol View Scheme

1: L-(+)-arabinose With sulfuric acid; magnesium sulfate in methanol T=20°C; 5 h; 2: benzyl chloride With potassium hydroxide; magnesium sulfate in tetrahydrofuran 24 h; Heating / reflux;

water; trifluoroacetic acid in acetonitrile 12 h; Reflux;

1: D-arabinofuranose With methanol; sulfuric acid; sodium sulfate T=20°C; 21 h; 2: benzyl chloride With potassium hydroxide; sodium sulfate 8 h; Heating; 3: With hydrogenchloride; water; acetic acid T=60 - 70°C;

1: 3,5-di-O-benzyl-D-arabinofuranose With di(n-butyl)tin oxide in toluene 0.5 h; Heating; 2: benzyl bromide With tetrabutylammomium bromide in toluene 1 h; Heating;

1: NaH / dimethylformamide 2: 1M H2SO4 / acetic acid / 100 °C View Scheme

1: 1.) 15percent HCl; 2.) Ag2CO3 / 18 h / Ambient temperature 2: 60percent NaOH in oil / dimethylformamide / 16 h / Ambient temperature 3: 6N HCl / acetic acid / 22 h / 65 °C View Scheme

1.1: 88 percent / MgSO4 / CH2Cl2 / 48 h / 20 °C 2.1: 75 percent / diethyl ether / 6 h / -78 °C 3.1: 78 percent / (AcO)2Cu; Zn; aq. AcOH / 1 h / 70 °C 4.1: 65 percent / Tf2O / pyridine / 0.5 h / 40 °C 5.1: TfOMe / acetonitrile / 20 °C 5.2: NaBH4 / methanol / 20 °C 5.3: HgCl2 / acetonitrile; H2O / 20 °C 6.1: NaBH4 / 20 °C 7.1: 86 percent / H2 / 20 percent Pd(OH)2/C / acetic acid / 18 h / 20 °C / 760 Torr View Scheme