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In a typical procedure, indium (2 g, 17.5 mmol) was stirred during 30 min under a vacuum/argon in a sealed tube. Then, a solution of iodophenylacetylene (3.35 g, 14.7 mmol) and tri-O-acetyl-D-glucal (2 g, 1 mmol) in anhydrous CH 2Cl2 (40 mL) was introduced to the medium which was refluxed for 4 h. The mixture was treated with a saturated solution of NaHCO3 (70 mL) and extracted with CH2Cl2. The combined organic phases were dried (MgSO4, The crude product was purified by flash chromatography on silica gel (Cyclohexane-EtOAc, 85:15, and the compound lb was obtained as a yellow solid 1.83 g, 79
-
4)). The crude product was purified by flash chromatography on silica gel (Cyclohexane-EtOAc, 85:15), and the compound lb was obtained as a yellow solid (1.83 g, 79%).
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