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(3 S)-Ethyl 2-Acetyl-4-nitro-3-phenylbutanoate (4): To a stirred solution of - nitrostyrene (2; 0.30 mmol, 45.6 mg) and catalyst 1 (0.03 mmol, 12.0 mg) in toluene (0.6 mL) was added ethyl acetoacetate (3; 0.60 mmol, 0.08 mL) at [nl]-18C. The reaction mixture was stirred until disappearance of the nitroolefin (observed by TLC). The solvent was removed in vacuo and the residue was purified by flash chromatog-raphy (hexane-EtOAc, 20:1 to 15:1 as eluent) to afford the desired product 4 (0.30 mmol, 83 mg, 99% yield, 54:46 dr, 96:4 er).
-
(3 S)-Ethyl 2-Acetyl-4-nitro-3-phenylbutanoate (4): To a stirred solution of trans - nitrostyrene (2; 0.30 mmol, 45.6 mg) and catalyst 1 (0.03 mmol, 12.0 mg) in toluene (0.6 mL) was added ethyl acetoacetate (3; 0.60 mmol, 0.08 mL) at [nl]-18C. The reaction mixture was stirred until disappearance of the nitroolefin (observed by TLC). The solvent was removed in vacuo and the residue was purified by flash chromatog-raphy (hexane-EtOAc, 20:1 to 15:1 as eluent) to afford the desired product 4 (0.30 mmol, 83 mg, 99% yield, 54:46 dr, 96:4 er).
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