title: Various polar tripeptides as asymmetric organocatalyst in direct aldol reactions in aqueous media.
abstract: 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.
authors: Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, Serdang, Selangor, Malaysia.
authors: Saadi
authors: S
authors: Bayat
authors: Bimo A
authors: BA
authors: Tejo
authors: Abu Bakar
authors: AB
authors: Salleh
authors: Emilia
authors: E
authors: Abdmalek
authors: Yahaya M
authors: YM
authors: Normi
authors: Mohd Basyaruddin
authors: MB
authors: Abdul Rahman
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D009842:Oligopeptides / Q000737:chemistry*; D009930:Organic Chemicals / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D014867:Water / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D009842:Oligopeptides; D009930:Organic Chemicals; D012997:Solvents; D014867:Water; C116609:3-hydroxybutanal
keywords: Aldol reaction, asymmetric; organocatalyst; short polar peptide