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note
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A pronounced effect of ortho-alkoxy groups was observed in hetero-Diels-Alder reactions catalyzed by copper complexes bearing N-quinolyl sulfoximines. For details, see ref. 11.
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2O (50 mL) and filtered through a plug of silica gel. The solvent was removed under reduced pressure, and the corresponding product was purified by column chromatography (pentane-EtOAc, 15:1 for 9a and 9c, 10:1 for 9b) and obtained as colorless oil.
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15944365024
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note
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Unfortunately, 9b was obtained as a mixture with enophile 7b, which was inseparable by column chromatography. Use of (chiral) HPLC, however, allowed the determination of the enantiomeric ratio of 9b (80% ee). The 'yield' of 9b was then estimated from the NMR spectra (44%).
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