Dipeptides obtained from L-proline and β3-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 β3-L-amino acid was also found to enhance appreciably both diastereo- and enantioselectivity of the catalyst.
Proline-beta3-amino-ester dipeptides as efficient catalysts for enantioselective direct aldol reaction in aqueous medium / DE NISCO, Mauro; Pedatella, Silvana; Ullah, H.; Zaidi, J. H.; Naviglio, Daniele; Ozdamar, O.; Caputo, Romualdo. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 74:(2009), pp. 9562-9565. [10.1021/jo902106r]
Proline-beta3-amino-ester dipeptides as efficient catalysts for enantioselective direct aldol reaction in aqueous medium
DE NISCO, MAURO;PEDATELLA, SILVANA;NAVIGLIO, DANIELE;CAPUTO, ROMUALDO
2009
Abstract
Dipeptides obtained from L-proline and β3-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 β3-L-amino acid was also found to enhance appreciably both diastereo- and enantioselectivity of the catalyst.File | Dimensione | Formato | |
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