Proline-beta(3)-Amino-Ester Dipeptides as Efficient Catalysts for Enantioselective Direct Aldol Reaction in Aqueous Medium

De Nisco M., Pedatella S., Ullah H., Zaidi J. H., Naviglio D., Ozdamar O., ...More

JOURNAL OF ORGANIC CHEMISTRY, vol.74, no.24, pp.9562-9565, 2009 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 74 Issue: 24
  • Publication Date: 2009
  • Doi Number: 10.1021/jo902106r
  • Journal Name: JOURNAL OF ORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Page Numbers: pp.9562-9565
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

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.