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Representative Procedure for Asymmetric hetero-Diels-Alder Reaction Chiral bis(oxazoline) ligand 3 (13.6 mg, 0.046 mmol) and copper(II) trifluoromethanesulfonate (16 mg, 0.044 mmol) were put into a screw-capped vial (10 mL capacity, flat bottom, and ionic liquid (0.88 mL) was added. After the mixture was stirred vigorously for 3 h, the unsaturated ester (0.441 mmol) and enol ether (0.882 mmol) were added via syringe at 3 (±1)°C, After the indicated time, the reaction mixture was extracted with Et2O until there was no detectable amount of product. And volatile components from the extracted solution were removed under reduced pressure. Then the crude product was purified by silica gel column chromatography to give the desired product. Recovered ionic liquid and metal-ligand complex were reused for recycling experiments after drying under reduced pressure
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2O until there was no detectable amount of product. And volatile components from the extracted solution were removed under reduced pressure. Then the crude product was purified by silica gel column chromatography to give the desired product. Recovered ionic liquid and metal-ligand complex were reused for recycling experiments after drying under reduced pressure.
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The ionic liquids were purchased from C-TRI Co, Ltd
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The ionic liquids were purchased from C-TRI Co., Ltd. (www.c-tri.com).
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