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Various polar tripeptides as asymmetric organocatalyst in direct aldol reactions in aqueous media


Citation

Bayat, Saadi and Tejo, Bimo Ario and Salleh, Abu Bakar and Abd. Malek, Emilia and Mohd Yahaya, Normi and Abdul Rahman, Mohd Basyaruddin (2013) Various polar tripeptides as asymmetric organocatalyst in direct aldol reactions in aqueous media. Chirality, 25 (11). pp. 726-734. ISSN 0899-0042

Abstract / Synopsis

A series of tripeptide organocatalysts containing a secondary amine group and two amino acids with polar side chain units were developed and evaluated in the direct asymmetric intermolecular aldol reaction of 4-nitrobenzaldehyde and cyclohexanone. The effectiveness of short polar peptides as asymmetric catalysts in aldol reactions to attain high yields of enantio- and diastereoselective isomers were investigated. In a comparison, glutamic acid and histidine produced higher % ee and yields when they were applied as the second amino acid in short trimeric peptides. These short polar peptides were found to be efficient organocatalysts for the asymmetric aldol addition reaction in aqueous media. Chirality 25:726-734, 2013.


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Additional Metadata

Item Type: Article
Divisions: Faculty of Science
Faculty of Biotechnology and Biomolecular Sciences
DOI Number: https://doi.org/10.1002/chir.22205
Publisher: Wiley-Blackwell
Keywords: Aldol reaction asymmetric; Organocatalyst; Short polar peptide.
Depositing User: Umikalthom Abdullah
Date Deposited: 12 Sep 2014 08:50
Last Modified: 24 Aug 2015 09:19
Altmetrics: http://www.altmetric.com/details.php?domain=psasir.upm.edu.my&doi=10.1002/chir.22205
URI: http://psasir.upm.edu.my/id/eprint/30308
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