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84869345013
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Typical experimental procedure for the Sr-catalyzed Michael addition: In a flame-dried 30-mL flask, a suspension of Sr (HMDS) 2 (6.1 mg, 0.015 mmol, 5 mol , chiral ligand L* (9.9 mg, 0.018 mmol, 6 mol , and MS 4A (100 mg) in dry toluene (1.0 mL) was stirred for 2h at room temperature under an argon atmosphere. After this period, solutions of di-n-propyl malonate (1; 67.1 μL, 0.36 mmol, 1.2 equiv) in toluene (1.0 mL) and the corresponding chalcone 2 or 4 (0.30 mmol) in toluene (1.0 mL) were successively added. After the indicated reaction time, the crude mixture was quenched with sat. aq NH4Cl (10 mL, After addition of CH 2Cl2, the organic layer was separated and the aqueous layer was extracted with CH2Cl2 three times, The combined organic layers were then dried over anhydrous Na2SC 4, filtered and concentrated under reduced pressure. The corresponding crud
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4, filtered and concentrated under reduced pressure. The corresponding crude product was purified by preparative thin-layer chromatography (PTLC; hexane-ethyl acetate) to afford the desired product 3 or 5.
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