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Enantioselectivity Investigation of Short Polar Peptides with Different Positions in the Michael Reaction |
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| Authors: | Saadi Bayat Bimo A. Tejo Emilia Abdulmalek Normi Mohd Yahya Abu Bakar Salleh |
| Affiliation: | 1. Enzyme and Microbial Technology Research, Universiti Putra Malaysia , Serdang , Selangor , Malaysia;2. Enzyme and Microbial Technology Research, Universiti Putra Malaysia , Serdang , Selangor , Malaysia;3. Department of Chemistry , Faculty of Science, Universiti Putra Malaysia , Serdang , Selangor , Malaysia;4. Faculty of Biotechnology and Biomolecular Science , Universiti Putra Malaysia , Serdang , Selangor , Malaysia |
| Abstract: | This work reports the effectiveness of short polar peptides as asymmetric catalysts in Michael reactions to attain good yields of enantio- and diastereoselective isomers. In a comparison, glutamic acid and histidine produced greater 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 Michael addition reaction in water. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file. |
| Keywords: | Asymmetric Michael reaction organocatalyst short polar peptide |