Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, Serdang, Selangor, Malaysia.
Chirality. 2013 Nov;25(11):726-34. doi: 10.1002/chir.22205. Epub 2013 Aug 22.
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.
开发并评估了一系列含有仲胺基团和两个具有极性侧链单元的氨基酸的三肽有机催化剂，用于 4-硝基苯甲醛和环己酮的直接不对称分子间Aldol 反应。研究了短极性肽作为不对称催化剂在 Aldol 反应中获得高对映选择性和非对映选择性异构体产率的有效性。相比之下，当谷氨酸和组氨酸用作短三聚体肽中的第二氨基酸时，它们产生了更高的%ee 和产率。这些短极性肽被发现是在水相介质中进行不对称Aldol 加成反应的有效有机催化剂。
