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Proline-beta(3)-amino-ester dipeptides as efficient catalysts for enantioselective direct aldol reaction in aqueous medium.
J Org Chem. 2009 Dec 18; 74(24):9562-5.JO

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.

Authors+Show Affiliations

Dipartimento di Chimica Organica e Biochimica, Università di Napoli Federico II, Via Cintia, 4 Napoli 80126, Italy. denisco@unina.itNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

19938836

Citation

De Nisco, Mauro, et al. "Proline-beta(3)-amino-ester Dipeptides as Efficient Catalysts for Enantioselective Direct Aldol Reaction in Aqueous Medium." The Journal of Organic Chemistry, vol. 74, no. 24, 2009, pp. 9562-5.
De Nisco M, Pedatella S, Ullah H, et al. Proline-beta(3)-amino-ester dipeptides as efficient catalysts for enantioselective direct aldol reaction in aqueous medium. J Org Chem. 2009;74(24):9562-5.
De Nisco, M., Pedatella, S., Ullah, H., Zaidi, J. H., Naviglio, D., Ozdamar, O., & Caputo, R. (2009). Proline-beta(3)-amino-ester dipeptides as efficient catalysts for enantioselective direct aldol reaction in aqueous medium. The Journal of Organic Chemistry, 74(24), 9562-5. https://doi.org/10.1021/jo902106r
De Nisco M, et al. Proline-beta(3)-amino-ester Dipeptides as Efficient Catalysts for Enantioselective Direct Aldol Reaction in Aqueous Medium. J Org Chem. 2009 Dec 18;74(24):9562-5. PubMed PMID: 19938836.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Proline-beta(3)-amino-ester dipeptides as efficient catalysts for enantioselective direct aldol reaction in aqueous medium. AU - De Nisco,Mauro, AU - Pedatella,Silvana, AU - Ullah,Hidayat, AU - Zaidi,Javid H, AU - Naviglio,Daniele, AU - Ozdamar,Ozgür, AU - Caputo,Romualdo, PY - 2009/11/27/entrez PY - 2009/11/27/pubmed PY - 2010/3/20/medline SP - 9562 EP - 5 JF - The Journal of organic chemistry JO - J Org Chem VL - 74 IS - 24 N2 - 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. SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/19938836/Proline_beta_3__amino_ester_dipeptides_as_efficient_catalysts_for_enantioselective_direct_aldol_reaction_in_aqueous_medium_ L2 - https://doi.org/10.1021/jo902106r DB - PRIME DP - Unbound Medicine ER -