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Timestamp: 2019-04-25 20:04:28+00:00

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Physical Data: 2,4 colorless liquid, bp 110-112 °C/20 mmHg, 45 °C (bath)/0.1 mmHg; [a]20D = -108° (c 1.0 CHCl3). For the corresponding reagent prepared from pseudoephedrine (1S,2S), [a]20D = +59° (c 1.0 CHCl3). Spectral data:2a,3,4 1H NMR selected data d (CDCl3) 3.68 (m), 5.58 (d, J = 8.5 Hz); 1H NMR d (C6D6) 0.43 (d, J = 6.6 Hz), 2.50 (s), 3.28 (m), 5.41 (d, J = 8.6 Hz); 11B NMR d +29 ppm (d, J = 147 Hz); 13C NMR d (C6D6) 15.42, 30.25, 59.62, 83.58, 126.59, 127.32, 128.13, 140.02; IRB-H 2562 cm-1. For the corresponding reagent from pseudoephedrine (1S,2S): 1H NMR selected data d (CDCl3) 3.30 (m), 4.90 (d, J = 7.0 Hz).
Form Supplied in: not commercially available.
Handling, Storage, and Precautions: the reagent is sensitive to moisture and should be handled under a dry, inert atmosphere.
Enantioselective Addition of Diethylzinc to Aldehydes.
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