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Proline-beta(3)-amino-ester dipeptides as efficient catalysts for enantioselective direct aldol reaction in aqueous medium.

The Journal of organic chemistry (2009-11-27)
Mauro De Nisco, Silvana Pedatella, Hidayat Ullah, Javid H Zaidi, Daniele Naviglio, Ozgür Ozdamar, Romualdo Caputo
RÉSUMÉ

Dipeptides obtained from l-proline and beta(3)-l-amino acids are reported to catalyze enantioselective direct aldol reaction in aqueous medium, leading to significant anti:syn diastereomeric ratios and enantiomeric excesses. The simple introduction of a polar substituent at the C-2 position of the beta(3)-l-amino acid was also found to enhance appreciably both diastereo- and enantioselectivity of the catalyst.

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4-Nitrobenzaldehyde, 98% (GC)