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0037582543
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note
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A poor yield of 6% with 70% ee for 4a and a trace amount of 4j were observed with aldol reactions catalyzed by 20 mol % L-proline under the described reaction conditions (acetone, -25 °C) for 48 h.
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33
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0035932079
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0038258040
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note
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All calculations were performed with the Gaussian 98 program.
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36
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0037151592
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For studies on hydrogen bonds acting like Lewis acid, see: (a) Huang, Y.; Rawal, V. H. J. Am. Chem. Soc. 2002, 124, 9662. (b) Schreiner, P. R.; Wittkopp, A. Org. Lett. 2002, 4, 217. (c) Vachal, P.; Jacobsen, E. N. J. Am. Chem. Soc. 2002, 124, 10012.
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Huang, Y.1
Rawal, V.H.2
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41
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0037165402
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For studies on hydrogen bonds acting like Lewis acid, see: (a) Huang, Y.; Rawal, V. H. J. Am. Chem. Soc. 2002, 124, 9662. (b) Schreiner, P. R.; Wittkopp, A. Org. Lett. 2002, 4, 217. (c) Vachal, P.; Jacobsen, E. N. J. Am. Chem. Soc. 2002, 124, 10012.
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Schreiner, P.R.1
Wittkopp, A.2
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42
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0037189898
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For studies on hydrogen bonds acting like Lewis acid, see: (a) Huang, Y.; Rawal, V. H. J. Am. Chem. Soc. 2002, 124, 9662. (b) Schreiner, P. R.; Wittkopp, A. Org. Lett. 2002, 4, 217. (c) Vachal, P.; Jacobsen, E. N. J. Am. Chem. Soc. 2002, 124, 10012.
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Vachal, P.1
Jacobsen, E.N.2
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43
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0038596707
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note
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2O = 1:1) at room temperature, which demonstrates that the hydrogen bond exists in the transition state (see ref 6b).
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44
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0037582540
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note
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Dipeptide Pro-Thr-Me catalyzes the direct asymmetric aldol reaction of 4-nitrobenzaldehyde with acetone in 69% ee at room temperature.
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